How to Create Your Personal Style Direction for the Year Ahead

Your style direction starts with the pieces you already love — the ones you reach for without thinking.

A guide to dressing with clarity, buying less, and building a wardrobe that supports your life.

Most style frustration doesn’t come from owning the “wrong” pieces — it comes from not knowing what truly works for your life. Your routine, your coloring, your proportions, and your comfort level all shape the pieces you naturally reach for without even thinking. When you start to recognize those patterns, everything shifts. You wear more of what you already own, make more strategic purchases, and your closet begins to support you because it reflects what you need. Your wardrobe becomes consistent, useful, and effortless to work with.

This idea ties naturally into How to Look Fabulous for a Good Price, where I talked about curating quality staples on a budget. This guide goes a bit deeper and helps you clarify your personal style so you can recognize what belongs in your wardrobe and wear more of what you already own.

1. Start With the Life You Actually Live

Before adding anything new to your closet, take a clear look at what your days require — rather than planning your wardrobe around rare occasions or once-a-year events.

Consider your weekly routine:

• work or professional commitments

• drop-offs or activities

• workouts or long walks

• errands

• time at home

• dinners or small gatherings

• weekend plans or travel

These are the moments your clothes need to support.

Then notice what you naturally reach for — the pieces you wear most often, the ones always in the wash, or the items you throw on without thinking because they work. Whether that’s dresses, knits, denim, or activewear that fits your schedule, these patterns show you what you really wear in daily life.

Your real lifestyle is the foundation of your personal style direction. It reveals what belongs in your wardrobe and helps you make choices that support the way you live.

2. Choose a Few Words That Give Your Style Some Direction

A simple reminder that a few thoughtfully chosen words can guide your entire wardrobe.

Once you understand your routine, it helps to choose a few straightforward words that describe the overall direction of your style. These are clear descriptors that keep your wardrobe focused.

A few examples: warm, feminine, relaxed, classic, clean, structured, simple, tailored.

Choose the two or three that genuinely reflect how you dress most days. These words can help you stay consistent when you’re editing your closet or deciding whether a new piece makes sense for your wardrobe. If something doesn’t line up with the direction you’ve chosen, it usually won’t become something you wear often.

This quick exercise can give you more clarity about what belongs in your wardrobe.

3. Know the Silhouettes That Work For You

Your most-worn pieces usually share certain silhouettes — noticing that pattern helps guide your style.

One of the easiest ways to avoid unnecessary purchases is to understand which silhouettes genuinely work for you.

Think about:

• the dress shapes you feel best in

• sleeve styles that you prefer

• the pant styles you consistently return to

• the cuts you tend to skip without hesitation

Noticing these patterns helps you avoid buying pieces that seem appealing in the moment, but never end up being worn. When you understand the silhouettes that work for you, you’ll find it much easier to build a wardrobe you love wearing and avoid buying pieces you won’t use.

4. Use Color Intentionally

These are the shades that tend to brighten Warm Spring complexions—ivory, camel, blush, peach, warm turquoise, buttery yellow, soft gold, warm coral, and muted pale. Seeing your colors in a simple grid makes it easier to spot what already works in your closet and keep future choices consistent.

Color plays a quiet but important role in building a cohesive wardrobe. When you know which tones brighten your complexion, you feel more confident in what you’re wearing — and getting dressed, mixing pieces, and choosing what to add becomes clearer.

Look at the colors you naturally gravitate toward. If warm tones like ivory, camel, blush, peach, warm turquoise, buttery yellows, or soft golds flatter you, that becomes a natural palette to build around.

A consistent palette helps you:

• put outfits together quickly

• mix pieces easily

• avoid buying items that end up sitting in your closet

• choose pieces you enjoy wearing

• repeat what works

The colors you select in your wardrobe are up to what you feel best in and should reflect what you enjoy wearing.

5. Build a Mood Board That Reflects You

Your mood board should reflect the real you — the colors you reach for, the textures and silhouettes you love, and the pieces you’re excited to wear.

A focused blend of textures and hues that capture the essence of your style direction.

A mood board becomes useful when it reflects your real life and consists of silhouettes, colors and textures you love.

Keep it simple:

• choose 10–12 images

• focus on outfits you would realistically wear

• stick to silhouettes that work for you

• stay within your color palette

• pay attention to textures and pieces you reach for often

Then look for the patterns:

• Do your best silhouettes show up repeatedly?

• Are the colors consistent?

• Do you gravitate toward dresses, denim, or knits?

• Does the tone match the style direction you chose?

If you want a seasonal example, my Holiday Mood Board post: Holiday Style-How to Look Festive Without Buying a Whole New Wardrobe shows how a mood can guide outfits for a specific time of year. This guide builds on that idea for long-term clarity.

6. Create a Few Outfit Formulas You Can Rely On

Once you understand your colors, silhouettes, and personal style words, it becomes much easier to build outfit formulas you can repeat throughout the year.

These should reflect your real week — not a hypothetical one.

Create outfit formulas that match how you actually live. My week includes active days, errands, and dressier moments; yours may follow a different flow.

Here are a few examples:

• dress + tall boots + a structured bag
• sweater + straight-leg denim + flats or boots
• knit dress + sneakers or sandals
• activewear set + cardigan + crossbody
• blouse + jeans + a polished layer

These formulas simplify getting dressed and help clarify what you already have versus what you truly need.

7. Edit What Doesn’t Fit Your Direction

Edit out the pieces that no longer align with your style direction so your wardrobe reflects your true style.

You don’t need to start from scratch.
You just need to notice what isn’t working anymore.

If something doesn’t suit your palette, your lifestyle,
or how you want to feel when you get dressed,
it’s okay to set it aside — even if it’s “nice.”

This isn’t about rules.
It’s about making your closet feel easier to live with.

This kind of editing keeps your closet functional and helps you avoid repeating the same mistakes.

8. Make a Small, Intentional Shopping List — If Needed

Add only what completes your wardrobe and complements your direction.

After editing, you may find there are a few additions that would better support your closet and help your outfits come together.
This will look different for everyone.

For some people, it’s realizing they don’t have a layer that works across outfits.
For others, it’s shoes — the kind you reach for day after day.
Sometimes it’s a dress that moves easily between seasons, or a bag for daily life and travel.

These additions are about supporting the pieces you already have and wear in your closet.
The list should stay small — just a few thoughtful additions that help everything else work better.

If you want guidance on choosing pieces that actually last, your Wardrobe Investments: How to Choose Pieces that Last post explains how to recognize quality in fabrics and construction so you can shop confidently and avoid replacements.

Let your style direction shape the pieces you choose next.

⭐ Flight 2 Fashion Takeaway

Personal style isn’t about buying more.
It’s about understanding what works for you.

When you know the colors you feel good in, the silhouettes you enjoy wearing, the pieces you reach for without thinking, and what your real lifestyle requires, you naturally buy less and wear more. Your wardrobe becomes cohesive, versatile, and aligned with your day-to-day life — not trends or impulse purchases.

A thoughtful closet comes from clearly defining what works for you and building around that — not constant shopping.

✨ Want a template to try this yourself? Download in the [Resources Library] to choose your core pieces and see how they set the tone for the rest of your outfits.

✨ Interested in reading more? Explore the  [Inspiration Gallery] for seasonal color palettes, outfits, and mood boards to guide packing and for inspiration. You can also read the guide Holiday Style: How to Look Festive Without Buying a Whole New Wardrobe. and the guide about Wardrobe Investments: How to Choose Pieces that Last.

How to Look Fabulous for a Good Price — By Editing Your Closet and Shopping Smarter

The year’s first refresh — classic pieces with personality, curated for how you actually live.

My friend recently asked how to look fabulous for a good price — not through fast fashion or endless sales, but in a way that is elevated and true to her style.

It’s a fitting question for the start of a new year. January always brings a sense of reset — a time for new goals, fresh perspective, and the urge to simplify and organize. After weeks of travel and celebration, many of us crave that same clarity in our wardrobes: fewer pieces, better choices, and a closet that reflects how we live now.

That’s where the process begins — not with what’s missing, but with what’s already there.

1. Evaluate Your Current Wardrobe

Start where you are — see what you already own and rediscover the pieces that define your style.

Start in your closet. Before buying anything new, take a moment to look at what you already own. This step is about understanding your wardrobe — what you wear most, what rarely leaves the hanger, and what supports your day-to-day style.

Pull everything out and lay your clothes where you can see them. Seeing the full picture at once makes it easier to understand what’s working and what isn’t.

Notice what you reach for first: the cotton dress that’s an easy throw-on, the cashmere sweater that’s held up for years, the jeans that fit perfectly. Those are your foundations.

Then look at what you tend to skip — the jacket that never fits quite right, the color that doesn’t flatter you, the heels that never make it out the door. These pieces are just as informative as your favorites.

Ask yourself:

• Which colors are most flattering?

• Which fabrics have kept their shape?

• Which silhouettes consistently work for me?

Viewed as a whole, your wardrobe tells a clear story — the materials, palettes, and cuts that represent your style.

If you haven’t done a full closet review before, begin with Wardrobe Investments: How to Choose Pieces That Last; it outlines how to evaluate what to keep, repair, or release.

With your wardrobe in view, the picture sharpens — what stays, what goes, and what needs rethinking. The next step is defining what “fabulous” means for you — based on how you live day to day.

2. Define “Fabulous” for Your Life

Fabulous doesn’t mean expensive; it means choosing pieces that support your routine, your climate, and your travels — and rewearing them well.

Style only matters when it supports the life you lead. Clothing that doesn’t serve your everyday routine, no matter how beautiful, simply takes up space.

To define fabulous, start with your routine. Think about your day-to-day environments, your climate, your upcoming events or travel, and the kind of clothing that functions well across them.

If your winter days mean walking outdoors, a tailored coat with real warmth will prove more useful than something delicate that rarely gets worn.
If your schedule includes travel or varied climates, look for layers that adapt — a lighter coat you can dress up or down, or a knit dress that works with both boots and sandals.

Defining fabulous isn’t about aiming for an ideal — it’s about refinement. Clothes that support your life have more longevity than those bought for a passing trend.

Think of fabulous as proportion, balance, and purpose rather than excess. A thoughtful wardrobe endures through seasons and change.

When your clothes align with how you live, getting dressed is straightforward because the pieces support your routine.

3. Identify What’s Missing

Identify what’s missing — focus on what would make your wardrobe work better, not bigger.

Once you’ve reviewed your wardrobe and defined what fabulous means for your life, the next step is identifying what’s missing.

Reflect on what you needed this season, but couldn’t find in your own closet. Maybe you own several coats, but none suited for rain. Perhaps you’re missing boots that work for both errands and evenings out, or a dress that transitions across climates and occasions.

Write these gaps down — just two or three items that would genuinely expand your options. This list matters. It shifts shopping from browsing to problem-solving.

This is where “a good price” comes into focus. Dressing well for less isn’t about buying the cheapest option; it’s about buying fewer pieces, choosing better quality, and purchasing them thoughtfully. A well-made coat bought on sale and worn for years often costs less over time than multiple fast-fashion alternatives that lose their shape, fall apart, or never quite work.

January makes this approach easier. End-of-season sales allow you to invest in quality pieces at reduced prices — pieces you already know you’ll wear because you’ve identified the need.

Retailers like The Outnet often carry last-season collections from brands such as Zimmermann, Chloé, or Aje — designs that hold their relevance well beyond a single season. For resale, platforms like The RealReal, Vestiaire Collective, or Poshmark offer access to pre-owned investment pieces at a fraction of their original price. For knitwear, January promotions from brands like Naadam or White + Warren are well suited for replacing staples you reach for every winter.

Selling pieces that no longer serve you can offset new purchases and create space for what you really need.

The goal isn’t replacement, but refinement — adding only what supports the way you live and complements what you already own. Over time, this approach leads to fewer purchases, lower cost per wear, and a wardrobe that works with. your life without constant shopping.

4. Buy Quality Once, Care for It Well

Sustainability begins not with what we purchase, but with what we preserve.

When you do buy, focus on construction. Quality determines how a piece wears, how it ages, and how long it stays in rotation.

Outerwear: Choose fabrics with structure and substance. A puffer with high-fill down or recycled insulation, a waxed-cotton raincoat, or a densely woven wool coat will retain warmth and shape for years. Check seams, linings, and closures — details that reveal real craftsmanship.

Shoes: Select real or high-grade vegan leather with stitched soles. Materials that can be conditioned, polished, or re-soled will last far longer and improve with wear.

Denim: Choose 100 percent cotton in a sturdy weight. Well-made denim softens over time, developing character rather than losing form. Avoid lightweight weaves or synthetic stretch that break down quickly.

Knitwear: Prioritize natural fibers — cashmere, merino, alpaca, or organic cotton — over synthetics that pill and lose structure.

Once you own quality pieces, maintenance matters as much as material:

• Re-sole boots before the leather thins.

• Fold knitwear; never hang it.

• Clean coats before storing and hang them on wide wooden hangers with space to breathe.

• Condition leather bags once or twice a year to prevent cracking.

The goal isn’t perfection — it’s longevity. Well-made pieces, cared for properly, serve across seasons and years, reducing the need to buy again and again.

Sustainability begins not with what we purchase, but with what we preserve.

5. Restyle and Reinvest

This linen patchwork dress is one of my warm-weather staples, but with opaque tights, tall boots, and a wool coat, it becomes a winter-ready look — proof that reimagining what you already own is often the most stylish option.

Before buying something new, look at what can be reimagined. Often, the most versatile pieces are already in your closet — they just need to be styled differently.

A lightweight summer dress layered with a leather belt, tall boots, and a quilted coat becomes winter-ready.
A silk skirt paired with a fine-gauge turtleneck and flats works for lunches or travel days.
A cotton blouse under a sleeveless dress adds structure and warmth for cooler weather.

Small styling shifts extend a piece’s life across seasons and settings. For more inspiration, see [How to Restyle a Summer Dress for Fall and Winter], which walks through layering techniques that give warm-weather pieces year-round relevance.

If your edit left you with items that no longer serve you, resell them. Everyday pieces do well on Poshmark or Depop; higher-end items fit The RealReal or Vestiaire Collective. Even a few thoughtful sales can fund one lasting addition.

Setting aside a small monthly amount — even fifty dollars — as a dedicated Style Fund helps you invest when the right piece appears. It’s a slow, steady approach that builds both discipline and freedom: the ability to buy well, without impulse.

This approach relies on using what you already own and being selective about what you add.

6. The Flight 2 Fashion Philosophy

The Flight 2 Fashion Framework — six steps to refine your wardrobe, redefine your style, and shop with purpose.

Looking fabulous for a good price isn’t about chasing discounts or trends — it’s about building a wardrobe that reflects your life, your values, and your sense of style.

When you begin with what you own, define what works for you, and choose quality over quantity, everything else follows. You spend less, wear more, and avoid pieces that sit unworn.
You’ll find that for most occasions — a trip, a dinner, a new season — what you need is already there. When you do add something new, it serves a purpose and lasts beyond the moment.

✨ Flight 2 Fashion Takeaway:
Fabulous style isn’t found in constant buying. It’s built through clarity — knowing yourself, valuing quality, and creating a wardrobe that is personal, versatile, and lasting.

✨ Want a template to try this yourself? Download in the [Resources Library] to choose your core pieces and see how they set the tone for the rest of your outfits.

✨ Interested in reading more? Explore the  [Inspiration Gallery] for seasonal color palettes, festive outfits, and mood boards to guide your December packing and read the guide Holiday Style: How to Look Festive Without Buying a Whole New Wardrobe. and the guide about Wardrobe Investments: How to Choose Pieces that Last.

The same boots and bag worn on repeat, and the coat I styled different ways throughout my trip.

Your Travel Year, Your Way: Reflect and Redesign the Way You Travel

Holiday nights, filled with your favorite travel memories.

Picture this: the holiday lights are still glowing overhead, the streets are quiet, and you have a moment just for yourself.

You stop and reflect — not just on the year, but on your favorite travel moments: the places you visited, the sights you explored, the new foods you tried, and the experiences that stayed with you.

The quiet days of late December are the perfect time to pause before the new year begins and reflect on your travels — what worked, what didn’t, and what you’d do differently next time.

When I was teaching, my best lessons came from this kind of reflection: looking back, identifying what worked, and using those insights to plan more effectively going forward. Travel benefits from the same approach. Asking the right questions helps you plan trips that run more smoothly, fit your needs, and leave you with more of the moments you actually want to remember.

This post walks you through five steps to reflect and redesign your travel — turning what you’ve learned into a guide for planning next year’s trips.

Looking back at the trips and travel moments from the year.

Step 1: Break Your Travel Into Four Parts

Look back at each trip this year by focusing on four areas. This helps you see what created your favorite moments and where small changes could make future trips better.

1. Experience — the key moments or days that stand out when you look back on the trip

2. Logistics — how you travelled from place to place, where you stayed, and the pace of each day

3. Personal State — how you felt, how prepared you were, and how confident you felt in what you packed

4. Budget — where money added value and where it didn’t

This step turns your travels into patterns and choices you can learn from — giving you a clearer picture of how you like to travel.

Step 2: Find the Highlights

Your favorite travel moments show you what to plan more of next year.

Experience: a sunset boat cruise ending with dinner on the beach; a day trip that balanced exploring a town with visiting historical sites; an evening spent at a local restaurant that turned into one of the best meals of the trip.

Logistics: choosing the train over flying for a smoother, more efficient journey; staying at a hotel within walking distance of everything you wanted to see; a day when transfers, reservations, and sightseeing all lined up.

Personal State: waking up rested because the day before wasn’t overscheduled; feeling like yourself in what you wore; having exactly the right layers for the weather.

Budget: a splurge meal that justified the cost; a boutique hotel that made mornings easier and put you in the right neighborhood; close-up seats at the Fulham vs. Arsenal match that became a highlight of the trip.

Then ask why each worked. Was it timing, pace, location, or preparation?

Step 3: Identify the Travel Challenges

Even messy travel days can teach you how to plan smarter next time.

Experience: a guided tour that dragged on and left you drained; a day packed with too many activities that turned into rushing from one stop to the next; a restaurant that looked great online but didn’t meet expectations.

Logistics: a transfer day with back-to-back trains and no buffer for delays; an early-morning flight after a late night out; a hotel located far from everything that turned every outing into a trek.

Personal State: feeling exhausted because there wasn’t enough downtime built in; a dinner where you didn’t feel comfortable in what you wore; a cold morning caused by not packing the right layers.

Budget: an expensive experience that felt generic; a tour that didn’t add value; extra transfers that wasted both time and money.

Treat these as information, not regrets. They’re insights that help you plan differently next time — with better pacing, smarter hotel locations, and a budget focused on what matters most to you

Step 4: Spot the Patterns in Your Travel Highlights and Challenges

Turning reflections into next year’s travel plans.

Step back and compare what worked and what didn’t. You’re looking for the patterns that run through your trips — the details that reveal how you actually like to travel.

Experience: Were your favorite days the slower ones — breakfast without rushing, one memorable activity instead of three — while the most stressful days were packed end to end?

Logistics: Do the hardest moments always seem to happen on transfer days — meaning fewer stops or better spacing might make next year’s trips feel easier?

Personal State: When did you feel most at ease — well-rested, dressed for the setting, prepared for the weather — and how can you set yourself up for more of those moments?

Budget: Which splurges became favorite memories, and which expenses just weren’t worth it?

Spotting these patterns helps you design trips around what you truly enjoy — so next year includes more of the moments you want to repeat and fewer of the ones you don’t.

Step 5: Redesign the Way You Travel

Redesign the way you travel — with a clear plan, a curated suitcase, and your priorities in focus

Once you’ve spotted the patterns, turn them into small but meaningful changes for next year. Choose one in each of these areas:

Trip Structure: will you plan fewer stops? Build in a recovery day after long travel? Choose one longer trip instead of several short ones?

Experiences: will you plan around one main highlight per trip — a special dinner, a favorite museum, a day at the beach — and leave more space for discovery instead of over-scheduling?

Packing & Preparation: will you build next year’s packing list around the pieces that made you feel most comfortable and prepared? Replace or skip the ones that didn’t work?

Budget: will you shift money toward the parts of your trips that created the best memories — and spend less on the ones you barely remember?

Write them down. These decisions become a simple guide you can return to as you plan — a way to make sure next year’s trips reflect what you value and give you more of the moments you want to remember.

Looking Ahead

Next year’s travel memory…

Picture yourself at the end of next year, looking back on trips that ran smoothly and reflected how you prefer to travel.
Taking a few minutes now to reflect clarifies what to repeat, what to adjust, and how to plan trips that fit you.

✨ Want a template to try this yourself? Download in the [Resources Library].

✨ Looking for travel or packing inspiration? Explore the [Inspiration Gallery] for seasonal color palettes, outfits, and travel mood boards to guide your packing.

✨Interested in reading more? Check out: How I Pack Layers for a 3 Day Weekend  , ThreeThings I Pack for a Fall  City Trip, and  The ThreeThings I Pack for Thanksgiving.

How to Choose Your 3 December Outfit Essentials

A quiet scene to inspire the three pieces that will carry you through December

December outfits can be a challenge — it’s cold, some days are casual and others are dressier, and I still want everything to mix and match. So I start by choosing three pieces that set the tone for the season: a warm coat, a winter-ready bag, and a festive outfit I’m excited to wear. Once I have those three, the rest of my outfits fall into place — whether I’m getting dressed at home or packing for a trip.

1. The Coat — Your Cold-Weather Go-To

A gold puffer coat layered over a festive dress for cold-weather styling.

Purpose: December is cold — and if you’re freezing, you won’t enjoy anything you planned. Start with a coat you’ll want to reach for every day.

My Pick: I kept one great puffer in my closet — since I live in a warm-weather climate, one really warm coat is all I need for cold trips. Mine is metallic gold one with black trim — warm, lightweight, and fun to wear. I throw it over jeans and boots for a day of sightseeing or layer it on top of a dress for a theater night. I switch the look up with accessories: black scarf and hat for a matching look, cream accessories to go with neutral outfits, and plaid when I want something brighter and festive.

How to Choose Yours:

• Will this coat keep me warm outside for at least an hour?

• Can I wear it with both casual and dressy outfits?

• Is it light enough to layer or pack?

• Do I actually love wearing it?

Other Ideas:

• Long wool wrap coat

• Belted puffer for warmth + shape

• Parka for very cold destinations or outdoor activities

2. The Bag — Your Winter Carryall

A shearling crossbody bag that works just as well for winter travel as it does at home.

Purpose: In December, I always seem to carry a few extras — gloves, lip balm, maybe a small gift, and sometimes everyone else’s things too. The right bag doesn’t have to be oversized, but it should hold what you need and be comfortable to carry all day.

My Pick: I use a Christian Dior shearling flight bag I found secondhand over ten years ago. It’s not very big, but it zips closed — a must in winter crowds — and the shearling trim instantly makes any outfit feel cozier. I love that it’s a shoulder bag because it stays put and keeps my hands free for shopping, carrying coffee, or pulling a suitcase.

How to Choose Yours:

• Does it hold my essentials — phone, gloves, wallet, and maybe one or two extras?

• Does it zip or close securely?

• Can I wear it comfortably on my shoulder so my hands stay free?

• Does it work for winter — through its texture, color, or trim?

Other Ideas:

• Leather shoulder bag with a secure top zip

• Suede hobo with a structured strap

• Shearling-trimmed mini bag that feels festive for the season

3. The Festive Piece — Your Outfit for “Something Special”

A festive dress that can be dressed up or down and works for both warm- and cold-weather December travel.

Purpose: December always has at least one moment when I want to feel more dressed up — a holiday dinner, a concert, a party, Christmas Eve, or New Year’s. Having one outfit ready means I don’t have to stress about what to wear at the last minute.

My Pick: This year, mine is a Hemant & Nandita winter floral dress I found on clearance two summers ago. I wore it for the holidays in London last year with a black cardigan, black tights, ankle boots, and my camel coat — and it worked perfectly. At home, I style it with gold metallic sandals and a wrap or black faux fur for a holiday dinner or party. It even works with my metallic puffer for a cozy-but-festive look. The collared style makes it versatile and appropriate for different occasions, and the fabric doesn’t wrinkle — so it’s ready to wear right out of my suitcase or closet.

How to Choose Yours:

• Can I wear it more than once this month?

• Can I layer it for daytime and wear it on its own for night?

• Will it pack well without wrinkling?

• Do I feel good every time I put it on?

Other Ideas:

• Similar Hermant & Nandita dresses

• Slip dress in satin or velvet

• Knit midi dress you can belt and style multiple ways

• Tailored jumpsuit that makes getting dressed effortless

Wrap-Up — Your Turn

My three December essentials: a metallic puffer, a shearling-trimmed bag, and a floral festive dress.

Choosing these three pieces means I have what I need for December — a coat for warmth, a bag that works for everyday and dressier nights, and a festive outfit I can wear more than once.

I’ve linked a few options throughout the post in case you’re still building your staples or want ideas for something similar.

✨ Flight 2 Fashion takeaway: Less isn’t just more — it’s better, when every piece you pack is one you’ll actually wear.

Quick Exercise:

Your 3 December Essentials: Write down your coat, winter bag, and festive piece. Lay them out together to see how they work as a set — then fill in the rest of your outfits.

💡 Try this: Lay your three pieces out and snap a quick photo. Or use the template above to jot them down. Once you’ve chosen your three, it’s much simpler to see what other pieces you need to add — and to spot what you don’t actually need to pack. Choosing your three essentials first sets the tone for everything else, so you’re filling in around them rather than overpacking. 

✨ Flight 2 Fashion takeaway: December style starts with three essentials — anchor pieces that keep you warm, carry you through your days, and let you celebrate in something special.

✨ Want to plan your own? Download the Three Essentials Worksheet in the [Resources Library] to choose your core pieces and see how they set the tone for the rest of your outfits.

✨ Looking for holiday direction? Explore the [Holiday Inspiration Gallery] for seasonal color palettes, festive outfits, and mood boards to guide your December packing. Also check out Holiday Style: Rewearing & Restyling the Pieces that Tell a Story and Holiday Style: How to Look Festive Without Buying a Whole New Wardrobe.

✨Interested in reading more? Check out: How I Pack Layers for a 3 Day Weekend  and ThreeThings I Pack for a Fall  City Trip and The ThreeThings I Pack for Thanksgiving.

Holiday Style: Rewearing and Restyling the Pieces That Tell a Story

Pieces with Memory — a visual story of holiday traditions and the clothes that carry them.

Each year, the holidays bring a kind of nostalgia — memories of family traditions, the smell of recipes passed down from generations, and the sound of familiar songs that take you back to decorating the tree or opening gifts on Christmas morning.

In my family, Christmas meant an Italian dinner with lasagna, braciole, meatballs, antipasto, wine biscuits, Italian cookies, and gelato for dessert. We went to the Nutcracker or the Pops in the city, attended church on Christmas Eve, and spent Christmas Day with cousins. Even now, I try to keep some of those traditions alive with my own family.

Our family Christmas dinner always included lasagna, bread, and Italian cookies — traditions I still try to keep alive

Looking through my closet this December, I realized I have traditions there too — pieces with memories and stories attached, pieces that have lasted through years of holidays and are still worth wearing now. Just like our family recipes or favorite songs, these clothes carry the past into the present. Sharing them here feels like another way to continue the nostalgia of Christmas — to show how clothing can hold meaning, connect us to the people and moments we love, and still be restyled to work for today. Each one can be updated with a new layer, accessory, or shoe and made part of this season’s celebrations.

Outfits with history: cozy textures and rich colors that bring holiday traditions to life

Pieces with Memory

Charm Bracelet
I started this bracelet when I was twelve, and each charm marks a place I’ve visited, an activity I love, or something symbolic — like the tiny ladybug I added for good luck. Adding it to an outfit instantly makes what I’m wearing feel personal and reminds me of the moments I’ve collected along the way. Over time it has become a timeline I can wear, and it’s often a favorite accessory I reach for in December.

Suede Bag
This vintage suede bag, with its gold chain strap and clasp, belonged to my mom when she was dating my dad. Carrying it now feels like taking a piece of family history into the present — a small but powerful reminder that clothes can connect generations.

Brown Floral Silk Dress
This vintage silk dress has been worn to holiday dinners and events over many years. The silk lining, flattering silhouette, and rich floral print make it a piece that works across seasons. For the holidays, I’d pair it with gold shoes and jewelry for a dressier look, or more casually with tall suede or brown boots and a slouchy bag. If you love the style of my brown silk dress, I’ve linked a search on Poshmark so you can spot similar floral silk dresses by the same designer — just filter by your size and save what you like to watch if it pops up.

Lily Ashwell Silk Dress
This is from Lily Ashwell’s very first collection in Holiday 2012, a California-based designer who focused on local production, small-batch runs, and storytelling through vintage-inspired silhouettes. The delicate sleeve detail and floral print still make it one of my favorite pieces to bring out in December, and adding a simple heel or boot is all it needs to feel current. Her early pieces are hard to find, but that’s part of what makes them special. If you’d like to hunt for one yourself, I’ve linked a Poshmark search for Lily Ashwell — you never know what treasures might pop up.

Lily Ashwell Fair Isle Sweater
A true Poshmark find and one of my favorite secondhand scores, this hand-knit fair isle sweater is beautifully constructed and timeless. I love styling it with wide-leg dark denim and ankle or lug boots for a modern look, or layering it over a silk skirt or slip dress to mix textures. I liked a Poshmark search above for Lily Ashwell items, but Lily Ashwell pieces can also be found on eBay as well.

Marc by Marc Jacobs Metallic Trench
I bought this coat more than fifteen years ago, and it’s still one of the most versatile layers I own. The ivory buttons, vibrant pink print lining, and subtle metallic sheen make it perfect for holiday nights out — it elevates everything from denim to dresses. Marc Jacobs trenches show up regularly on resale sites. Here’s a Poshmark search and a RealReal search if you’d like to see what’s available right now. I did happen to see this exact trench on Poshmark in a few listings.

Burberry Scarf
A RealReal find that has quickly become part of my December rotation when I travel somewhere cold. I wear it with my camel coat or even a metallic puffer to add color. The classic plaid pattern means it will stay in my wardrobe for years and always remain in style. Burberry scarves are true classics, and you can often find them for much less secondhand. I’ve linked a RealReal search here if you’d like to browse.

If you want to start your own collection of pieces with history, I love Poppy’s Vintage Clothing. Everything is over 20 years old and carefully chosen, so every coat, dress, or bag already has a story. Finding something with that kind of character feels like adding a little piece of the past to your own wardrobe.

How I’m Styling Them This December

Even though I live in a tropical climate, I love bringing these pieces into rotation this time of year — and when I travel to a cold-weather destination, I style them a little differently. Here’s how I’m wearing (or planning to wear) them this season:

My 15-year-old vintage silk floral dress, styled with my charm bracelet, and my vintage suede gold-chain bag and paired with Loeffler Randall tall boots — proving timeless pieces never go out of style.

Marc Jacobs trench meets a Lily Ashwell dress, sparkly gold shoes, my vintage suede gold-chain bag, and my favorite charm bracelet — a classic look for the holidays

• Charm Bracelet: Goes with everything from casual to dressy outfits — perfect with a sundress at home or with a cozy sweater when I travel to a cold-weather climate.

• Suede Bag: Works year-round here; I love it with linen and sandals in warm weather and with tall boots + dresses if I’m heading somewhere cold.

• Brown Floral Silk Dress: Gold sandals or block heels for holiday dinners here; suede boots + cardigan if I’m traveling to cooler weather.

• Lily Ashwell Pieces: The silk dress pairs with strappy sandals for Florida evenings. The fair isle sweater is too warm for home but comes with me when we travel — I wear it with denim and boots for tree shopping or brunch.

• Metallic Trench + Burberry Scarf: The trench is light enough to wear over holiday dresses for evenings here, and the Burberry scarf is my go-to cozy layer for cold-weather trip.

Hand-knit Lily Ashwell Fair Isle sweater paired with dark wide-leg denim,a brown suede slouchy bag, brown ankle boots and my charm bracelet.

Timeless pieces from my closet-a wool camel coat, vintage Burberry scarf, Lily Ashwell sweater, dark quilted denim, brown ankle boots and my charm bracelet- updated with a brown suede slouchy bag.

Start Your Own Holiday Style Tradition

Looking through my closet this December reminded me that personal style is connected to memories and can tell your story. The same is true for you — your closet is full of pieces that carry your history. Some are family heirlooms, some you’ve worn to countless events, and some remind you of trips, milestones, or seasons of life.

Pieces with memory — my wardrobe favorites that carry family history and stories into the season.

This month, try building your holiday outfits around those pieces:

• Choose What Tells Your Story: Pull out 3–5 items you’ve owned for years or that hold a memory — a bag from a family member, a dress you’ve worn to past holidays, or a bracelet from a trip.

• Update Them: Add a new shoe, a different layer, or a fresh accessory to bring them into this season.

• Wear Them to Create New Memories: Let at least one of these pieces be part of a gathering, dinner, or trip this month — and make it part of the memory you’re creating now.

 ✨ Want to plan your own? Download the Memory Based Holiday Workbook in the [Resources Library] to choose your core pieces and see how they set the tone for the rest of your outfits.

✨ Looking for holiday direction? Explore the [Holiday Inspiration Gallery] for seasonal color palettes, festive outfits, and mood boards to guide your December packing and read the guide Holiday Style: How to Look Festive Without Buying a Whole New Wardrobe. and the guide about Wardrobe Investments: How to Choose Pieces that Last.

✨Interested in reading more? Check out: How I Pack Layers for a 3 Day Weekend  and ThreeThings I Pack for a Fall  City Trip and The ThreeThings I Pack for Thanksgiving.

How to Plan Your December for a Meaningful, Stress-Free Holiday Season

Plan December the way you’d plan a trip — with space for the things that make it meaningful

December can be busy and go by quickly. With school events, work deadlines, guests, and last-minute errands, your calendar is full before you know it. By the time January comes around, it can feel like you never had a break.

This post shows you how to stop reacting and start planning. Think of December like a trip — you have a set number of days, a few must-do stops, and a chance to make choices about how you spend the rest. When you plan it like you’d plan a trip, you can build a month that works for you.

Before you start, grab a piece of paper or open your calendar — the goal is to walk away with a plan you can use right away.

Step 1: Decide What You Want This Month to Feel Like

Pause before you fill the calendar and write down how you want this December to feel.

Before you open the calendar, pause and write down a few quick answers. This helps you figure out what you want out of December before you start filling every day.

Quick Check-In:

1. This December, I want my days to feel:

• Calm and cozy

• Packed with activities

• Somewhere in the middle

2. Hosting or having guests makes me feel:

• Excited to plan things for everyone

• Like I need to keep it simple

• Like I want space for myself

3. If everyone remembers one thing about this holiday, I want it to be:

Example: “I want December to be about connecting with my family — a few planned activities, time for rest, and space for unplanned fun.

This is like deciding the purpose of a trip — before you pick flights, you figure out if the goal is adventure or rest.

Step 2: Mark Your Non-Negotiables

Step 2: Write down the dates you already know — guests, school events, and deadlines — so you can plan around them.

Look at your calendar and write down:

• Guest arrival and departure dates

• School concerts, recitals, or sports games

• Work events or deadlines

These are the events you’ll plan around.

Example: Guests Dec 21–26, school concert Dec 18, office party Dec 10.

This is like putting flights and hotel bookings on your itinerary before you add anything else.

Step 3: Choose What You Actually Want to Do

Step 3: Pick one or two things per category — outings, at-home activities, meals, and reset moments — to make your month feel special without overloading it.

Instead of trying to do everything, choose one or two things per category. The lists below are suggestions — feel free to add your own ideas that fit your family, guests, and schedule.

Step 3: Choose one or two things per category — outings, at-home activities, meals, and reset moments — and keep it simple so you can enjoy them.

Step 4: Put It on the Calendar

Step 4: Add your chosen activities to your calendar — and block time for prep — so they actually happen.

Take five minutes and add what you picked to your calendar. Block time for prep if you need it.

Example: Block Dec 22 from 3–5 PM for cookie bake. Block Dec 23 evening for lights drive.

This is like adding excursions to a travel itinerary — it locks them in and keeps other commitments from pushing them aside.

Step 5: Look Back Before the Month Ends

Take five minutes to look back on what worked and what didn’t this December — and plan next year’s holidays with less stress and more meaning.

When December is over, take a minute to jot down:

• What worked this year?

• What felt like too much?

• What memory do I want to repeat next year?

This will make planning next December faster and easier.

Why This Matters

Pause and enjoy the small, meaningful moments this season — that’s what all the planning is for.

When you finish these steps, you have a plan that matches your priorities.. You’ve left space for what matters, protected time to relax, and added at least one thing just for you.

This is what Trip Planning Your Way looks like. You’ve treated December like a destination and made choices that fit how you want to experience it.

Download the Worksheet

Download the free printable worksheet to walk through these steps and plan your December.

To make this even easier, I created a one-page worksheet you can print and fill out. It walks you through these five steps, with space to write your answers, pick your activities, and add them to your calendar.

[Download Your December Planning Worksheet]

Pin it, save it, or print it — and use it again next year.

Want more info about travel planning your way? Check out How to Plan a Trip that Matches Your Travel Style. Interesting in smart packing or styling tips click here for packing and here for style.

Holiday Style: How to Look Festive Without Buying a Whole New Wardrobe

Heading into the holidays with favorite pieces packed for the season ahead.

Holiday style should feel fun, not stressful — and the truth is, you probably already own most of what you need to look festive.

Living in a warm climate, I’ve learned to make my summer dresses work for the holidays — adding metallic heels, a cream wrap, or a faux-fur shrug to make them perfect for the season. I’ve also kept a small collection of winter pieces from when I lived in a four-season climate, so when I travel somewhere cold, I can layer them and refresh my look from what I already own.

For winter trips, I reach for the pieces I love most — a dress I wore last Christmas in London, my go-to ankle boots, my favorite plaid scarf, and a shearling bag I’ve carried for years.

This guide is about creating a holiday capsule from what you already love — making the most of what’s in your closet, styling pieces in new ways, and thoughtfully bringing in any new items you’ll wear long after the season ends.

To do that, you can use a simple process that helps you focus and see what you already have. It’s an approach to planning holiday outfits from your own wardrobe — a way to highlight the pieces that already work and see that you have more options than you think.

Holiday details I’m loving right now — soft knits, a little shine, and something festive.

🎨 Start with the Mood

✨ Begin with Inspiration
Before you even open your closet, decide on the feeling you want your holiday wardrobe to have — cozy, glamorous, or a mix of both.

This year, I’m bringing in metallic gold, velvet, holiday florals, and plaid accents — but pairing them with summer dresses, light wraps, and gold sandals so they work for where I live.

A quick mood board — Pinterest, a few screenshots, or even a note in your phone — helps focus your ideas before you start pulling pieces.

Think about:

• Textures: velvet, sequins, lace, cozy knits, or shearling

• Palette: camel, cream, red, chocolate brown, and metallics

• Details: gold jewelry, standout clutch, metallic heels, or a soft scarf

Once you have your mood in mind, open your closet and pull out the pieces that match — the ones that fit the look you just created — and make note of any gaps you might want to fill. You might be surprised by how much you already have that works.

This year, my holiday mood board is inspired by the effortless, cozy-yet-glamorous style of Amanda Woods in The Holiday. I’m not recreating her exact outfits, but I love her style — put together and relaxed at the same time — so I used that as my starting point. Then I added my own spin: layering in winter florals for cold-weather looks and reimagining her cozy style for a warm-weather Christmas.

Cold-Weather Holiday Mood
A cozy Surrey-cottage Christmas vibe — shearling coats, plaid scarves, soft knits, and a touch of gold sparkle for a festive night out.

Warm-Weather Holiday Mood
A warm-weather Christmas — breezy florals, raffia textures, gold sandals, and metallic accents for a little festive sparkle. The same effortless, cozy-yet-glamorous energy — just reimagined for sunshine.

🎁 Holiday Moments & Outfit Ideas

Here’s where I put my own mood board into action.
These are the looks I find myself reaching for in different moments throughout December — all built from pieces I already own. Your mood board might lead you somewhere completely different, and that’s the best part. Let it reflect your season, your plans, your style, and what makes you feel good.

Use these as ideas to spark your own combinations, not rules you have to follow. Whether you’re celebrating in a cold or warm climate, try putting your holiday outfits together starting with what you already have in your closet.

Tree Lighting & Holiday Shopping

Cold-Weather Look: When I’m traveling somewhere cold, I reach for cream jeans or corduroy with a soft knit, a plaid scarf, and boots. I throw on a camel coat for warmth and use a crossbody bag so my hands stay free. Your version might swap in darker denim, a different coat, or a favorite scarf inspired from your mood board.

Putting the look into action: wearing my camel coat and cream jeans at Covent Garden during the holidays.

Warm-Weather Edit: When it’s warm, I go for a light sundress or linen set in one of my holiday colors, add gold sandals, and toss on a light scarf, wrap, cardigan or white jean jacket. I finish with a crossbody bag — yours might be a neutral woven style or metallic detail for a subtle festive touch.

Tropical tree-lighting look — palm-print slip dress, ivory cardigan, gold flats, and a chic raffia bag for a day of shopping and evening holiday events.

Cookie Swap or Decorating Night

Cold-Weather Look: I like dark denim with a feminine blouse or a velvet jean with a soft sweater for nights at home with friends or family. You might choose something brighter or more casual based on your board. Add a holiday headband, standout shoes, earrings, or a necklace. Little details make the outfit feel festive for December.

Dark denim, a soft sweater, and a few gold accessories — cozy but still festive for a cookie swap or decorating night.

Warm-Weather Edit: I would wear white or cream denim with a short-sleeve blouse, or a lightweight midi skirt with a crochet tank. Then I would add metallic sandals and gold jewelry for a hint of festivity without overheating.

Warm-weather holiday look — cream denim, pale tropical print blouse, gold sandals, and straw bag for a daytime cookie swap outfit.

Holiday Concerts & Parties

Holiday party ready: a mix of velvet, sequins, plaid, and gold — styled with layers and accessories to fit the night.

Cold-Weather Look: When I get dressed up, I lean toward dresses or a skirt-and-top set that looks like a dress. I love wearing a printed dress with a faux-fur wrap, or velvet, blush, or cream tones paired with gold accessories.

Chic holiday party style — a champagne velvet wrap dress with a cream wrap coat, gold pumps, and a faux-fur stole for an elegant winter look.

Warm-Weather Edit: Restyle a summer dress with gold jewelry and a cream wrap. Add heeled sandals or metallic flats so it feels holiday-ready.

This yellow floral dress works in every season, and the touches of red and green make it perfect for a warm-weather Christmas. Add metallic accessories, and it becomes an easy, holiday-ready look.

Check your mood board and pull pieces that work together — your version might be a jewel-toned dress, a slip dress styled up with accessories, or a skirt and top you already own worn in a new way.

🎄 Christmas Eve

Cold-Weather Edit:
I love a look like this: a romantic dress layered with a camel coat, gold heels, and a small clutch — classic and timeless. If it’s very cold, I’ll add tights and swap the heels for tall boots.

Warm-Weather Edit:
In a warm climate, I keep it lighter — the same romantic dress with metallic sandals or block heels, a light wrap, and delicate jewelry.

Romantic holiday look — a floral dress with black ribbon, camel coat, gold heels, and clutch for a timeless Christmas Eve or Christmas Day outfit. Add tights and tall boots for extra warmth, or keep it light with sandals for a warm-climate celebration.

🎁 Christmas Day

Cold-Weather Edit:
I’d choose a knit dress or a matching set with boots or flats — something cozy but still cute for photos and gatherings. Add a scarf or plaid accessory for a festive touch.

Cozy and classic— a cream knit dress with simple gold jewelry for Christmas Day

Warm-Weather Edit:
Since it’s warm where I live, I usually go for a dress or set in cream, red, or green with metallic sandals and simple jewelry — something easy to wear all day.

Blush ruffle set with gold sandals and clutch — a light, festive look perfect for Christmas Day gatherings in a warm climate.

🎩 Winter Formal or Black Tie

Cold-Weather Look:
If you already own a long dress, style it for the holiday season — add a faux-fur wrap, a metallic heel, or a statement earring to make it festive. For warmth, top it with a classic long wool or evening coat.

Black tie made simple — a sequin dress, faux-fur wrap, gold heels, and statement earrings

Warm-Weather Edit:
In warm climates, I would wear an embroidered floral gown and pair it with metallic sandals, a gold clutch, and simple jewelry . If you don’t already own a formal dress, renting is a thoughtful way to wear something special without buying a piece that may only get worn once.

This embroidered floral gown is a piece that works beautifully in both warm and cool climates. The tropical-inspired embroidery makes it perfect for milder weather, while the black base and metallic accessories keep the look festive and holiday-ready.

✨ Styling Additions That Make a Difference

Plaid, faux fur, gold jewelry, and a few festive details — small additions that completely change the look.

These are the finishing touches that make what you already own feel fresh for the holidays:

• Layer a cropped or soft knit over a sleeveless dress

• Pair your favorite summer dress with gold accessories or a faux-fur wrap to make it feel seasonal

• Mix textures: velvet with silk, knits with satin, leather with sequins

• Choose tones you love — blush, cream, festive prints — and finish with gold jewelry, metallic shoes, or a standout clutch

Keep your mood board in mind here too — it can guide which textures, colors, and accessories make your outfits feel pulled together.

🥂 If You’re Shopping

Sometimes all it takes is one well-chosen piece — or even something borrowed — to pull your wardrobe together for the season. Renting or shopping secondhand is a thoughtful way to try something new without buying just for one event.

If you do buy something new, choose a piece that is timeless and you will wear again and again: a coat you’ll wear for years, a clutch that works with almost anything, or earrings you look forward to wearing every December or for special occasions throughout the year. Check out my post on Wardrobe Investments for more information on shopping for quality pieces.

Favorite pieces and simple details — ready to wear again this season.

Your holiday wardrobe should tell your story — not just through what’s new, but through the pieces you reach for year after year. Use your mood board as a guide and start putting together outfits from what you already own. 

✨Your Turn

Before you buy anything new this season, try creating your own holiday mood board.
Start with the feeling you want, then let your closet do the rest — you’ll be amazed by how much you already own that fits your vision.

If you’d like a guide, I’ve created a Holiday Mood Board Template to help you get started.

👉 Use the template here and build your own board.

You can also use the Inspiration Gallery for your holiday mood board ideas.

✨ Holiday Capsule Favorites

Amanda Woods–inspired holiday mood board with a tropical twist — a mix of cozy winter textures and breezy resort prints for a festive vibe wherever you celebrate..

Here are a few versatile pieces that match the outfits and mood board I shared above — perfect if you want to fill any gaps in your holiday capsule this season.

Dresses & Skirts
🛍️ Velvet wrap dress (classic & flattering)
🛍️ Gold sequin midi skirt (perfect for parties)
🛍️ Tropical-inspired holiday dress (warm-weather option)

Coats & Layers
🛍️ Camel coat (wear with everything)
🛍️ Faux-fur stole (adds instant glamour)

Shoes & Accessories
🛍️ Gold strappy sandals
🛍️ Closed-toe gold pumps
🛍️ Metallic clutch
🛍️ Festive statement earrings

Celebrating the holiday season in London with my plaid wool coat, a soft beige sweater with gold buttons, my well-traveled Chloé crossbody, and my favorite walk-everywhere brown ankle boots.

✨ Looking for seasonal direction? Explore the Holiday 2025 Inspiration Gallery] for outfit collections and palettes that show how investment pieces can work across occasions and seasons. You may also enjoy this holiday style post about Holiday Style: Rewearing & Restyling Pieces with Memory, or for more style posts, click here.

Curating stylel is only one part of traveling thoughtfully. If you want to plan trips that feel less rushed and more intentional, you might also enjoy →How to Plan a Trip That Matches Your Travel Style.

Three Things I Pack for a Thanksgiving Trip

A capsule weekend wardrobe and Thanksgiving packing list for travel, gathering, and downtime.

How I Plan

I plan my Thanksgiving trip packing in order: what I’ll wear to travel, what I’ll wear to Thanksgiving dinner, and what I’ll want for the rest of the weekend.
This keeps me from overpacking and means I wear everything I bring.

Instead of throwing in options, I create a small collection of pieces that have a clear purpose and can be worn more than once.

My Thanksgiving Weekend Packing List: The Three Pieces

1. A Travel Set

Comfortable enough for a plane or car, and layers well under a coat. I choose soft fabrics in a neutral color so they mix with everything else I pack.

• Function: My Thanksgiving travel outfit for the days I leave and return.

• Flexibility: The top works with jeans for errands, and I wear the set again for post-Thanksgiving dinner lounging or a family movie night.

Travel day look — cream sweatsuit, sneakers, and my brown crossbody and camel coat in hand

2. A Skirt + Top Set

My Thanksgiving dinner outfit — but one I can mix, match, and wear for other purposes during the trip.

• Function: Works as a coordinated set for dinner and family photos.

• Flexibility: The top pairs with denim later in the weekend, or I swap in a sweater and tights with the skirt for a second outfit.

Ruffle top with jeans for Christmas shopping, skirt with cozy sweater for a holiday lunch. Either could be paired with sneakers too for a more casual look.

3. A Wool Coat

The layer that works with everything I pack— I look for a classic wool coat in a neutral color that pulls every outfit together.

• Function: Warm enough for late November weather, and the only coat I need to bring.

• Flexibility: Belted for dinner, open with sneakers for casual mornings — it ties every look together.

The Supporting Pieces

I add just a few: boots that work with jeans and the skirt, tights, one pair of dark denim, a wrap or scarf, a couple of tops and a sweater and one bag for the whole weekend.
These pieces finish my Thanksgiving weekend wardrobe without overpacking.

Why I Pack This Way

This is a mini holiday packing list designed for a specific weekend.

• Clarity: I already know what I’m wearing for travel, Thanksgiving dinner, and the rest of the trip — no last-minute decisions.

• Efficiency: Everything gets worn more than once, so nothing takes up space for no reason.

• Cost-Per-Wear: These are pieces I’ll rewear all season, so they’re worth the space in my bag.

The Takeaway

Packing this way gives you true versatility. A coordinated set lets you mix, match, and create multiple looks from just a few pieces, while a single camel coat layers over everything — keeping you warm and polished, whether you’re in a travel set or dressed up for Thanksgiving dinner.

Holiday ready with my lovable hound, Stanley

Looking for Similar Pieces?

Thanksgiving mood: cozy textures, warm coffee, and a palette of camel and gold to inspire your holiday style.

I always start with what I already have in my closet — that’s the heart of my packing approach. But if you’re looking to fill in gaps or find something similar to the pieces I’ve shared here, here are a few thoughtful options to get you started:

• Travel Set: [Cozy Cream Set Option 1], [Option 2], [Option 3]

• Ruffle Skirt + Top Set: [ Blush Set Option 1], [Option 2], [Option 3]

• Camel Coat: [Classic Camel Coat Option 1], [Option 2] [Option 3]

• Supporting Pieces: [Medium-Wash Jeans], [Tall Tan Boots], [White Sneakers], [Cream Scarf], [Gold Jewelry Set]

Each of these links is simply inspiration — not a shopping list. The best capsule wardrobes are built around the pieces you already own and love.

✨ Flight 2 Fashion takeaway: Packing for a holiday weekend doesn’t have to mean bringing everything. With just a few versatile pieces — a travel set, a dinner outfit, and a classic coat — you can create multiple looks that feel polished and practical.

✨ Want to map your own Thanksgiving capsule? Download the Three Things I Pack organzier in the [Resources Library] to plan your essentials before you start packing. For more packing posts, click here.

✨ If you’re trying to build a travel-ready wardrobe you actually rewear, this post pairs well with → Wardrobe Investments: How to Choose Pieces That Last.

✨ Packing well is only one part of traveling thoughtfully. If you want to plan trips that feel less rushed and more meaningful, you might also enjoy → How to Plan a Trip That Matches Your Travel Style.

✨ Looking for holiday style ideas? Explore the [Fall 2025 Inspiration Gallery] for seasonal palettes, outfit collections, and mood boards to spark your Thanksgiving packing.

Wardrobe Investments: How to Choose Pieces That Last

Every season brings a push to buy more — new trends, new colors, new “must-haves.” Today, with personalized feeds, reels, and constant targeted ads, that pressure is even stronger.

But the most valuable wardrobes aren’t built through constant replacement. They’re built piece by piece, thoughtfully curated with a focus on your lifestyle, your climate, and pieces that hold up over time. A great wardrobe is one you keep reaching for year after year because it works for you.

Here’s a process you can use to evaluate what you already own, fill in the gaps, and choose wardrobe investments that last.

1. Start With Climate and Lifestyle

Before you shop, step back and think about what you actually need:

• Climate: Do you need a heavy 100% wool coat or a durable puffer for months of cold, or will a cashmere cardigan and dark denim be enough for a mild winter?

• Lifestyle: Are you dressing for an office, working from home, traveling often, or preparing for upcoming events?

These questions help you focus on what you’ll actually wear on repeat — not what will sit in your closet unworn.

2. Do a Closet Audit

Pull out your fall and winter clothes and take a close look:

• Keep: Pieces that still fit, feel good, and work with multiple outfits.

• Repair: Tailor, clean, or re-sole what you love and want to keep wearing.

• Let Go: Anything you skipped every time or that no longer fits your life.

Ask yourself why you wore some pieces constantly and ignored others. This helps you see the gaps — the missing coat, the pair of jeans that didn’t fit, the sweater you wished you had. That list becomes your priority for investing.

3. Choose 1–2 Key Investments

Start small and focus on the pieces that will make getting dressed easier right now:

• Wool Coat: Look for 100% wool or wool/cashmere, fully lined, with no polyester blends. Choosing natural fibers means better drape, breathability, and longevity.

• Denim: Aim for 100% cotton (or 99% with minimal stretch). Many brands now use lower-impact cotton and water-saving dye techniques — look for companies participating in programs like the Better Cotton Initiative or publishing sustainability reports.

• Boots: Choose stitched (not glued) soles and quality leather that can be polished and re-soled. This allows you to repair instead of replace them season after season.

• Knitwear: Select 100% cashmere or merino that’s tightly spun. Avoid acrylic blends, which pill quickly and don’t breathe. Some brands now share sourcing information or use certified fibers, reflecting a growing focus on transparency and sustainability.

• Pants: Natural fibers with a clean drape. Have them hemmed to the shoes you wear most for maximum use.

• Bag: Real leather with reinforced straps and a lined interior — a piece that can be conditioned and last for years.

• Dress: One versatile style that can go from day to evening and across seasons — boots now, sandals later.

You don’t need to buy every category at once. Choose the one or two investments that will have the biggest impact on your wardrobe this year.

The brands I’ve linked in each category emphasize quality and are making strides toward more responsible production — though no brand is completely sustainable. Use these links as inspiration or a jumping-off point. You can also source similar pieces secondhand through ThredUp, Poshmark, The RealReal, or Vestiaire Collective, or by visiting local consignment shops and small boutiques to find items that fit your style and values.

4. Learn to Spot Quality

When shopping, check for these signs of quality:

• Fabric: Dense, smooth wool that drapes well; sturdy cotton in denim and trousers; 100% natural fibers in sweaters.

• Construction: Flat seams, strong stitching, smooth linings, and hems that hang straight.

• Shoes & Bags: Stitched soles (not glued), solid heel construction, leather that feels substantial and can be conditioned.

• Fit & Finish: Buttons securely attached, seams finished neatly, zippers that move smoothly, pockets that lie flat.

Pieces with these details will hold their shape, wear well, and be easier to repair when needed.

5. Think Cost-Per-Wear

Cost-per-wear is a simple way to see value beyond the price tag:

Example:
$500 coat worn 50 times = $10 per wear
$150 coat worn twice = $75 per wear

This perspective helps you justify spending more on the pieces you’ll actually wear — and skip the ones that won’t see enough use.

6. Care for What You Own

An investment only pays off if you keep it in rotation for years:

• Clean coats before storing and hang on wide hangers in breathable bags.

• De-pill and clean cashmere, then fold with cedar or lavender sachets.

• Polish and re-sole boots before damage goes too far.

• Stuff bags so they hold their shape and store away from direct light.

Small habits like these keep your clothes looking their best and extend their lifespan.

The Takeaway

Wardrobe investments aren’t about buying more — they’re about buying better.
Each purchase is a choice: choose pieces that fit your life, are made to last, and stay in use for years. Focusing on longevity, repair, and thoughtful buying is one of the most meaningful ways to reduce waste — and build a wardrobe that actually works for you.

 ✨ Flight 2 Fashion takeaway: A lasting wardrobe is built piece by piece — with investments that fit your lifestyle, hold their quality, and stay in use for years.

✨ Want to evaluate your own closet? Download the Wardrobe Investment Template in the Style & Wardrobe section of the [Resources Library] to audit what you own and identify the pieces worth adding next. For more style posts, click here.

✨ Looking for seasonal direction? Explore the [Fall 2025 Inspiration Gallery] for outfit collections and palettes that show how investment pieces can work across occasions and seasons. Curating stylel is only one part of traveling thoughtfully. If you want to plan trips that feel less rushed and more intentional, you might also enjoy → How to Plan a Trip That Matches Your Travel Style.

How to Pack Layers for a 3-Day Fall Weekend

Layering made easy — what to pack for a 3-day fall weekend away.

Packing in late October can feel overwhelming. One day it’s cool and damp, the next it’s warm in the afternoon, and evenings are always colder than you expect. Most trips also mix activities — you might be walking all day, then heading straight to dinner — so your clothes need to work in more than one setting without bringing your whole closet.

This is where my four-part layering system comes in: Foundation, Expansion, Adaptation, and Variation.
It’s not about packing more — it’s about packing with a plan. Once you understand how each layer works, you can adjust it for your trip — whether it’s a city weekend, a countryside getaway, or a mix of both.

Foundation

Foundation pieces: two versatile tops and two pairs of jeans that mix and match effortlessly for a weekend away

A versatile patchwork dress that can be styled casual or dressy for a weekend away.”

Foundation pieces are the items you actually wear on their own. They form the base of every outfit and should all work together.

What to Pack:

• 2 printed tops (one short sleeve, one long sleeve)

• 1 versatile dress (works day or night)

• 2 pairs of pants (dark wide-leg denim + chocolate brown jeans)

How to Choose:

• Pick a color palette so every top works with every bottom.

• Choose fabrics that transition from day to night with a shoe or jewelry change.

• Include at least one piece you know you’ll repeat — that’s the test of a solid foundation piece.

Why It Matters:
If your core pieces don’t coordinate, you’ll end up wishing you had packed more — because every combination will feel limited instead of interchangeable.

✨ Where to Find It:
• Printed blouses
• Versatile day-to-night dresses on The Outnet
• Wide-leg and chocolate-brown denim

Expansion

A camel cardigan and an ivory wrap serve as warm layering pieces.

Expansion pieces add warmth and flexibility without bulk, so your foundation pieces still work when the weather is cooler.

What to Pack:

• Camel cardigan

• Ivory wrap (doubles as a scarf, plane layer, or evening cover-up)

How to Choose:

• Stick to neutrals so they coordinate with every foundation piece.

• Choose light, packable layers you can wear multiple ways — cardigan open or belted, wrap as scarf or shawl.

Why It Matters:
Most overpacking happens here — extra sweaters that never leave the suitcase. Choose just two layers that mix with your foundation and add warmth without bulk.

✨ Where to Find It:
• Camel cardigans
• Lightweight ivory scarves or wraps

Adaptation

Two coats and two shoe options let you switch easily between casual exploring and polished evenings.

Adaptation pieces are your weather-ready and activity-appropriate layers — the coats and shoes that make your outfits work in real life. They’re also the pieces that instantly make you look put-together, whether you’re in a lounge set or a dress.

What to Pack:

• Trench coat (works day to night)

• Casual jacket (daytime , weather-ready)

• Sneakers (comfortable for walking)

• Brown ankle boots (pair well with jeans and a dress)

How to Choose:

• Select outerwear that layers over every foundation piece.

• Pick footwear that works across multiple outfits to keep packing lean.

• Consider how each item will look dressed down and dressed up.

Why It Matters:
These are the layers you’ll wear the most — and they show up in every photo. Choosing coats and shoes that work for both weather and activities means you’ll stay comfortable and look polished across your whole trip.

✨ Where to Find It:
• Camel trench coats
• Barbour quilted jackets
• Brown ankle boots
• Classic white sneakers

Variation

Gold accessories instantly dress up your outfits for dinner or a night out

Variation pieces are the small details that shift an outfit’s formality and mood.

What to Pack:

• Gold pumps + clutch (instant evening upgrade)

• Brown crossbody bag (works day and night)

• Sunglasses

• Jewelry (gold hoops, gold compass necklace)

How to Choose:

• Pick one or two statement accessories that transform an outfit.

• Keep jewelry light and versatile.

Why It Matters:
This layer keeps you from feeling like you packed “just basics.” It’s what lets the same dress work for sightseeing at noon and dinner at eight.

✨ Where to Find It:
• Gold pumps + clutches
• Brown crossbody bags
• Gold hoops + minimal necklaces

How It Works for 3 Days

With this set, you can make more than four outfits. Here are a few combinations:

Day 1: Brown printed short sleeve blouse, fig straight leg jeans, camel cardigan, sneakers and crossbody bag

Day 2: Cream embroidered blouse, wide leg denim, crossbody, trench and walkable ankle boots.

• Day 1: Short-sleeve printed top + chocolate jeans + cardigan + sneakers + crossbody

• Or: Same look with the trench + ankle boots for a dressier version.

• Day 2: Long-sleeve printed blouse + wide-leg denim + trench + ankle boots + crossbody

• Or: Switch to the Barbour and sneakers for a more casual, outdoorsy day.

• Day 3 (Day): Patchwork dress + Barbour + ankle boots + crossbody

• Or: Dress + cardigan + trench + sneakers for a lighter option.

• Day 3 (Evening): Patchwork dress + trench + gold pumps + clutch + hoops + necklace

• Or: Swap pumps for ankle boots if you don’t want to pack heels.

Day 3: Day look: Patchwork dress, ankle boots, Barbour jacket, and crossbody bag

Day 3: Evening look: patchwork dress with a trench and gold accessories.

This is the beauty of layers: you don’t need a suitcase full of “just in case” clothes—you need pieces that work together, so you can make different versions of an outfit depending on the weather and what you’re doing.

The Takeaway

What you pack will depend on your plans—if you’re hiking, you’ll need different shoes. If you’re headed somewhere colder, swap the trench for a wool coat. The system stays the same: foundation, expansion, adaptation, variation. When you pack this way, a 3-day trip feels simple and stylish without the extra baggage.

✨ Your Turn: Build your own packing list using this system. What’s in your foundation? What layers do you add?

✨ Flight 2 Fashion takeaway: Packing layers is simple when you think in four parts — foundation, expansion, adaptation, and variation. With the right balance, a small suitcase can carry you through any weekend away in style.

✨ Want to plan your own capsule? Download the 3-Day Weekend Layering Organizer in Smart Packing section of the [Resources Library] to map out your foundation pieces, layers, and accessories before you pack. For more packing posts, click here. If you’re trying to build a travel-ready wardrobe you actually rewear, this post pairs well with → Wardrobe Investments: How to Choose Pieces That Last. or other style posts here.

✨ Looking for seasonal ideas? Explore the [Fall 2025 Inspiration Gallery] for color palettes, outfits, and travel mood boards designed to make fall packing effortless.

How to Plan a Trip That Matches Your Travel Style

Good planning starts here — with the people, the priorities, and the purpose of the trip.

Many trip-planning guides start with destinations and checklists; however, I’ve learned — through both my years of teaching and my travels — that the best plans start with people. Just as a great lesson begins by considering the needs and learning styles of students, a meaningful trip begins with understanding who’s traveling, the experiences that matter most, and the outcome you want from the journey.

Thoughtful planning doesn’t mean scheduling every hour; it means balancing must-sees with downtime, aligning experiences to personalities, and leaving room for spontaneity. Done well, it creates a trip that feels personal, memorable, and authentic — one that reflects your style of travel.

1. Begin With the Outcome in Mind

In teaching, I ask: What do I want students to take away from this lesson? In travel, I ask: What do I want to take away from this trip?

• Do I want to come home feeling rested and recharged?

• Do I want to experience another culture through its history, food, and way of life?

• Is this trip about spending time together and creating memories that last?

Being clear about your goals helps filter destinations and activities. A tropical island, a European city, or a weekend getaway may all be appealing — but the best fit depends on the outcome you’re seeking.

Start with the goal: Do you want to relax, explore, or connect — or a mix of all three?

2. Balance Needs and Styles

Every group is different. Some travelers like full days of activities, while others want downtime built in. For example, one person might be excited about museums while another wants a day at the beach.

The key is to plan with personalities in mind. That might mean alternating between high-energy and slower-paced days, or making sure everyone has at least one activity that feels “for them.” Just like in the classroom, thoughtful planning respects individual needs while creating a shared experience.

3. Identify Must-Sees vs. Optional Activities

I always create a short list of must -sees — the experiences I’d be disappointed to miss. That might be a Broadway show, a castle tour, or a special dinner reservation.

Everything else? Optional. The best memories are often the unplanned ones— a small market, a quiet street, or a corner of the city you never expected to find.

A short “must-see” list keeps your trip focused while leaving space for what you discover along the way.

4. Think Through the Logistics

Seamless transitions make both lessons and trips run better. Consider:

• Mapping activities so you’re not backtracking across a city.

• Choosing accommodations that support your pace (walkable if you love exploring, resort-style if you want rest).

• Scheduling downtime so the trip feels relaxing, not rushed.

The one part you can’t control? Air travel. Delays happen. But you can prepare:

• Track checked luggage with AirTags.

• Pack a change of clothes and essentials in your carry-on.

• Keep chargers and snacks handy.

Preparation reduces stress when the unexpected happens.

Plan just enough to guide you, not so much that you lose the fun of exploring.

5. Leave Room for Rest and Discovery

Just as students need processing time to absorb new learning, travelers need downtime to absorb new places. A memorable trip isn’t about how much you do, but about the depth of the experiences. Often, one or two meaningful experiences in a day can be the most rewarding.

By leaving 30% of your schedule unplanned, you give yourself space to discover — and to breathe.

Some of the best memories aren’t on the itinerary.

Make Your Trip Your Own

The most memorable journeys aren’t copied from someone else’s itinerary. They’re built thoughtfully, with the travelers in mind, shaped by outcomes, anchored in must-sees, balanced with flexibility, and enriched with downtime.

When you plan a trip that matches your travel style, you don’t just come home with photos — you come home with stories, memories, and pieces of a place that stay with you.

That’s what makes travel meaningful. And that’s why thoughtful planning matters.

✨ Flight 2 Fashion takeaway: The best trips are designed with the travelers in mind — balancing purpose, priorities, and pace to create memories that last.

✨ Want to plan your next trip with ease? Download the Trip Planning Step-by-Step Template in the Trip Planning section of the [Resources Library] to map your goals, must-sees, and downtime before you go. For more trip planning posts, click here.

✨ Looking for ideas to spark your planning? Visit the [Fall 2025 Inspiration Gallery] for seasonal destinations, mood boards, and style direction to pair with your trip.

Planning and packing are closely connected.

These Smart Packing guides show how to turn a clear travel plan into a lighter, more intentional suitcase.

How to Restyle a Summer Dress for Fall and Winter

One dress, styled for fall 🍂 A cream crochet dress layered with a camel leather jacket, brown boots, and a structured bag. With thoughtful layering, your favorite summer pieces can carry you through every season.

Why investment pieces matter beyond one season

Before I add a dress to my wardrobe, I ask myself whether it can work across seasons, be dressed up or down, and still be a piece I’ll reach for a year from now.

Living in a warm climate, it doesn’t make sense to buy cold-weather dresses I’ll only wear once or twice. Instead, I look for well-made pieces I can wear at home most of the year and adapt with layers and accessories when I travel — so a summer dress can become a winter outfit with just a few thoughtful changes.

This ivory crochet dress is a perfect example. In summer, I pair it with sandals and a straw tote. For cooler destinations, I layer it with boots, a jacket, and a coat. It works for casual days, evenings out, and even holiday gatherings. Because of its quality and construction, it holds its shape and beauty season after season — making the cost per wear truly worthwhile.

Rather than seeing summer dresses as limited, I think about how to make them work year-round — and you can too.

Ask yourself:
• What layers would make this work for cooler months?
• Which shoes or accessories could change the mood?
• Will I still be excited to wear it next year?

The Dress I Chose

One dress styled for summer: an ivory crochet dress with knotted espadrilles, oversized sunglasses, and my woven Naghedi tote.

I found this Zimmermann crochet dress on sale, and its timeless fabric and construction make it a piece I’ll keep wearing for years.

Zimmermann, founded in the 1990s by sisters Nicky and Simone Zimmermann, is an Australian resort brand celebrated for its attention to detail — from airy, breathable fabrics like linen and cotton to intricate crochet and embroidery that make each piece feel special. The brand manages to be both distinctive and forward-thinking while remaining enduring, which is why the pieces I own remain some of my most-loved and most-reworn.

Zimmermann pieces are investments, but there are smart ways to find them for less. End-of-season sales on the Zimmermann site and major retailers like Nordstrom, Saks, and Net-a-Porter often include significant markdowns, and beautiful past-season styles can be found on The Outnet, The RealReal, Vestiaire Collective, and Poshmark.

Here’s how I style this one through different seasons. In my tropical climate, it’s perfect for casual days with flat Greek sandals. It can easily be dressed up with espadrilles or metallic heels and a clutch for the holidays. When I travel to cooler places, I layer it with boots, a jacket, and a coat — proof of how seamlessly it transitions across settings and seasons. That versatility defines a true investment piece: one that feels special, works across occasions, and lasts beautifully over time.

While those are ways I’ve styled my own Zimmermann dress, I also wanted to illustrate how a similar ivory crochet dress could transition through the seasons. I created these styling collages to show one dress, styled for summer, fall, and winter.

Collages were created with AI to visualize how a similar crochet dress could be styled through different seasons.

One Dress, Three Seasons: Proof that a well-chosen dress can work from summer to winter with just a few key swaps.

🌞 Summer: Easy & Wearable

In summer, I’d keep this dress simple. I’d wear it with flat Greek sandals and a straw tote for everyday, or pair with espadrilles and a smaller bag if I want it to feel a little more dressed up.

🍂 Fall: Layered for Cooler Weather

For fall, I’d add layers. A camel leather jacket makes it warmer, and tall boots or ankle boots change the look completely. I can swap the rope belt for a brown leather belt , which gives the dress more shape and makes it feel like a new outfit instead of just repeating the summer look.

❄️ Winter: Warmer & Practical

In winter, I’d wear the dress with tights, tall boots, and a wool coat. A cardigan or scarf underneath makes it even warmer. It’s still the same dress, but with these changes it works in colder weather without needing to buy something I’d only wear once or twice.

A Closet That Lasts

One Dress, Three Seasons: Styled with sandals for summer, a jacket and ankle boots for autumn, and a coat and tall boots for winter.

You’ll notice I’ve linked a few neutral accessories — pieces that may work with any of your summer favorites. You can use them to recreate this look with what you already own, or add something new if it fills a gap.

When you invest in quality and versatility, a dress becomes more than a seasonal purchase — it becomes a reliable piece you reach for again and again, across occasions and climates.

Think about your own closet:
• Do you have dresses that can work in more than one season with a few simple changes?
• Can you dress them up for special occasions and down for everyday?
• Do they fit the way you actually live?
• Will you still be excited to wear them a year or two from now?

For me, that’s what makes a piece worth having — it’s not about buying more, but about investing in well-made clothing you can wear year-round, style in different ways, and appreciate for years to come.

✨ Flight 2 Fashion takeaway: Lasting style comes from versatility, quality, and the kind of pieces you reach for year after year.

✨ Want to try this yourself? Download the One Dress, Four Seasons organizer in Style & Wardrobe section of the [Resources Library] to map out how a favorite piece in your closet can work year-round. For more styling posts, click here.

✨ Looking for inspiration? Explore the [Fall 2025 Inspiration Gallery] for seasonal palettes, layering ideas, and travel mood boards that make summer-to-fall styling effortless.

With Wally, my basset hound puppy.

Three Things I’d Pack for a Fall City Trip

Two of my fall city trip staples: crossbody bag + walkable boots

When I used to pack for fall trips, I overpacked — trying to be ready for everything: every weather change, every activity, every “just in case we go here” scenario. I thought I was being prepared, but my suitcase was stuffed and I still wore the same handful of pieces on repeat while the rest stayed untouched.

That’s when I realized that packing — and truly being prepared — isn’t about bringing more choices. It’s about packing the right pieces you know you’ll actually wear once you’re there..

These three staples have become the ones I never leave home without for a fall city trip. They’re classic pieces I can wear year after year. They work for walking all day and transition easily to dinner — perfect for trips that tend to lean a bit dressier.

The three pieces I always pack….

1. Crossbody Bag

I always travel with a crossbody bag, and mine is the See by Chloé Small Joan Bag in Caramello (brown leather and suede with gold detailing). I bought it on sale several years ago, and it’s still one of my most-used pieces.

It’s slightly larger than a typical crossbody, which is exactly why it works for travel. It fits my passport, wallet, phone, charger, and even a small water bottle. On flights, it doubles as my under-seat bag — which matters even more now that airplane legroom feels tighter than ever. I like having everything I need within reach without digging around in the overhead bin.

When I choose a crossbody for travel, I look for a few key things: a zip-top closure to keep everything secure, a strap that’s comfortable for all-day wear, and enough room for my essentials without being bulky. It also has to work with my wardrobe. This one does — the brown leather and gold hardware pair perfectly with the camel, brown, and gold tones I wear most. The key charm, braided ring, and mix of suede and leather give it a distinctive look that makes it stand out more than a plain travel bag.

I’ve carried it everywhere — through museums in Greece, sightseeing in London, and to dinner at night. It works just as well with sundresses in summer as it does with jeans and a sweater in the fall.

✨ Secondhand find: This bag isn’t sold new anymore, but it shows up often on resale:

• See by Chloé handbags on The RealReal

• See by Chloé bags on Vestiaire Collective

This bag has traveled with me everywhere — perfect for any city and season.

2. Trench Coat

A trench coat is the outer layer I always pack for a fall city trip because it works with everything — from a travel lounge set to denim during the day to a dress and heels at night. You can throw it over almost anything and look instantly put together.

It’s light enough to wear in early fall but layers easily with a sweater or scarf if it’s chilly. On an overnight flight, I put it over my travel set, add sunglasses, and I’m ready to explore until I can check into the hotel.

When I choose a trench, I think about fit and construction. It’s a classic investment piece that should last for years, so it needs to have room for layering without losing its shape. The sleeves should hit at the right spot, and the shoulders need to have enough room to move comfortably. Quality fabric makes all the difference — it should drape well and hold up to years of wear.

My Sézane Scott Trench in Camel. checks every box: it’s cut perfectly, has all the traditional details, and works with everything I pack. Paired with my Joan crossbody bag and ankle boots, it’s my go-to combination for a city day — comfortable, classic, and ready for anything.

✨ Where to find it:

• Sézane Scott Trench Coat in Camel

• Burberry trench coats on The RealReal

• Women’s trench coats on Vestiaire Collective

A camel trench coat is one of my three fall city trip essentials-it even makes a travel set look put together.

3. Comfortable Ankle Boots.

City trips mean walking — often for hours and over cobblestones or uneven streets — so a comfortable ankle boot is non-negotiable. My pick is the Marc Fisher Leonna boot in brown leather, a pair I’ve worn on multiple trips.

I’m picky about ankle boots — if the heel is too high or they aren’t comfortable when I try them on, they’re a no for me. A low, walkable heel is a must, and these have the perfect balance of height and comfort. I usually pack these and a pair of sneakers, alternating them throughout the trip.

These boots were perfect for walking all day in London — I wore them from morning sightseeing to dinner at night without a problem. They pair with everything I pack: cream jeans, dark denim, and even dresses with brown tights for evenings out. They come in several colors, but I chose brown because I tend to lean toward brown bags and earth tones, and this shade ties my outfits together.

Walkable ankle boots are a key essential for a city trip — they give you a slightly more dressed-up look than sneakers without sacrificing comfort, so you can enjoy the trip without worrying about your feet.

✨ Where to shop:

• Marc Fisher Leonna Bootie — Marc Fisher site

• Marc Fisher Leonna Bootie at Nordstrom

• Secondhand: Brown leather ankle boots on The RealReal | Ankle boots on Vestiaire Collective

Walkable ankle boots — stylish and practical for city days.

Your Turn

These are the three pieces I never skip for a fall city trip: a crossbody bag, a trench coat, and walkable ankle boots. They’re versatile and dependable — the kind of pieces I wear season after season, no matter the destination.

Your essentials might look exactly the same, or you might swap in a favorite blazer, a cozy knit, or something completely different. The goal is the same: pack the pieces you know you’ll actually wear once you’re there.

What are the three things you always end up packing? Maybe it’s a blazer, a scarf, or your favorite travel dress. Everyone’s list looks a little different — and I’d love to hear yours.

✨ Flight 2 Fashion takeaway: Smart packing isn’t about fitting more into your suitcase — it’s about choosing the pieces you’ll actually wear, and making sure they can be re-worn and styled different ways throughout your trip.

✨ Want to put this into action? Download the Three Things I Pack template in Smart Packing section of the [Resources Library] — a simple organizer to define your own three essentials for every trip. For more packing posts, click here.

✨ Looking for inspiration? Visit the [Fall 2025 Inspiration Gallery] for destination moods, color palettes, and outfit collections designed for city trips.

Welcome to Flight 2 Fashion!

"Step inside Flight 2 Fashion — your guide to packing, styling, and planning trips that fit you!

The Flight 2 Fashion Approach

Flight 2 Fashion began with one idea: your packing, your closet, and your trips should reflect you — your style, your preferences, and the kind of experiences you want to have.

Here, I share ideas for packing smarter, shopping your closet, and planning trips that feel personal and memorable. Drawing on my background in teaching and fashion, I created Flight 2 Fashion to inspire and guide you through three core areas:

• Pack Smarter — Build versatile travel wardrobes with what you already own, so you pack less but wear more.

• Style With Meaning — Choose quality over quantity, rewear favorite pieces, and add thoughtful purchases that make your wardrobe feel uniquely yours.

• Plan Your Way — Design trips that match your pace and priorities, so every journey is effortless and enjoyable.

How to Use This Site

On the Blog, you’ll find weekly guides and stories organized around these three areas — ideas you can read, save, and return to whenever you’re planning your next trip.

In the Resources Library, you’ll find tools that go a step further: downloadable templates, frameworks, and checklists that help you put those ideas into action. These include:

• Identifying your three packing essentials.

• Creating a mood board to define your holiday style.

• Comparing hotels with a simple checklist.

• Building a closet that lasts with wardrobe investment templates.

The Resources Library will keep growing as Flight 2 Fashion grows — so check back often for new additions.

Seasonal Inspiration

In addition to the Blog and Resources Library, you’ll also find the Inspiration Gallery — a seasonal collection that blends travel, style, and packing ideas into one place. Each gallery combines destination imagery, color palettes, outfit collections, and packing mood boards to spark ideas for both your wardrobe and your trips.

New galleries launch each season, so you can return for fresh direction and visual inspiration throughout the year.

A Final Note

New articles are published every week — and I’d love your input. Tell me what you’d like to see next, whether it’s packing guides, style inspiration, or trip-planning tips. You can contact me  here. You can also follow along on Pinterest and Instagram for more ideas.

Thanks for stopping by at the very beginning. Explore, bookmark your favorite ideas, share your feedback, and come back often. Your next trip (or style solution) starts here.