Aspen Outfit Ideas That Blend Western Chic with Luxe Winter Style
From the slopes to après-ski cocktails, Aspen, Colorado exudes a certain chicness that manages to blend a hot spot mountain town with laid-back Western mountain town vibes. It’s no wonder it’s the winter place to ski and be scene. Whether you’re sipping champagne at the St. Regis or strolling through town in cowboy boots, the fashion here deserves a spotlight of its own. This post is your ultimate guide to Aspen outfit ideas that blend Western chic with high-altitude luxury—perfect for snowy streets, fireside cocktails, and every hot tub soak in between.
If you’re wondering what to wear in Aspen, you’re not alone. It’s one of the first questions I get when someone’s planning a glamorous Aspen vacation. Do you go full snow bunny or lean into that mountain cowgirl energy? Can you wear leather to dinner? What’s the vibe for a day of outdoor activities followed by Aspen Apres Ski Fashion? Don’t worry, I’ve got you. These Aspen outfit ideas will have you on the right track, no matter the time of year.
This post contains affiliate links, meaning that I may receive a small commision if you make a purchase using these links. As an amazon associate, I earn from qualifying purchases.
WHAT TO PACK FOR YOUR ASPEN VACATION
First, let’s talk about your Aspen packing list. This is not the place to pack light. Think layers and looks that can do double duty from post mountain apres to chic dinners. Aspen is the kind of winter wonderland where you can wear a puffer jacket over a silk dress with a pair of boots and somehow it just works.
Next, focus on après and evening wear. For dinner, I always go glam. If you’re wondering what to wear in Aspen to dinner, lean into cozy-luxe. Think knit dresses, leather pants, or even a velvet mini paired with shearling-lined boots. Aspen restaurants feel upscale but never stuffy. You can be western over the top, just keep it stylish.
During the day, layer like a pro. Thermal leggings under trousers or ski pants, a chunky knit, and a statement coat create that effortless Aspen style look. Add moon boots or snow boots depending on your plans. Evenings look like chic dresses, paired with tights, cute boots and a stylish cowboy hat.
Whether you’re walking around town or heading to a chalet party, you’ll need outfits for Aspen that transition easily from day to night.
shop
ASPEN OUTFIT IDEAS
the chicest
ASPEN OUTFIT IDEAS
STATEMENT COATS
Every great winter outfit starts with a statement coat, and Aspen is no exception. Whether you’re strutting through town or warming up by the fire at The Little Nell, these coats will have you looking effortlessly stylish. A shearling coat is the IT jacket this season IMO.
A shearling coat or oversized faux fur brings drama and warmth. These Aspen outfit ideas are all about impact, and your outerwear sets the tone. Whether you’re heading to the ski lodge or out for drinks, your coat should be the star.
Choose bold colors, unique textures, or even fringe details to nod to Western chic. For colder nights, look for something long and plush. This is where fashion meets function.
shop the look
CHIC ASPEN JACKETS
Next, rotate in a few more wearable chic winter jackets. If a full coat feels over-the-top, a tailored ski jacket or quilted number will do. Add a belt to define the waist or layer over thermal leggings for a balanced silhouette. This is a go-to look for casual dinners or a cozy stroll through downtown Aspen. With the right jacket, you can build several Aspen winter outfits from one core piece.
shop the look
WINTER DRESSES
Then, let’s talk winter dresses. One of my favorite Aspen outfit ideas is a knit dress with a high neck and long sleeves. Add tights and shearling-lined boots or dress it up with heels for night. A sweater dress under a puffer jacket is ideal for your first night out.
This look hits the sweet spot between mountain minimalism and winter elegance. Plus, dresses pack well and offer versatility. It’s a win-win.
shop the look
YOU'LL ALSO LOVE
PS – This post isn’t over yet, there’s more below!
ASPEN COZY SWEATERS
Now, no Aspen packing list is complete without oversized knits. A chunky cable-knit or cropped turtleneck paired with leather pants always lands. This is your go-to look for hot cider runs or daytime shopping on Main Street. Sweaters offer comfort and style, especially when paired with shearling coats or ski gear. It’s one of those amazing things about Aspen, comfort and chic always go hand in hand.
shop the look
WESTERN WORTHY PANTS
Meanwhile, pants are where Western chic really comes to life. Think faux leather flares, denim with a structured coat, or wide-leg trousers tucked into cowboy boots. These looks are perfect for a rustic restaurant or stylish night out. Choose trousers that provide warmth and texture. For colder nights, layer with thermal leggings underneath for extra warmth. These pants are the backbone of your Aspen winter wardrobe.
shop the look
CHIC MOUNTAINSIDE TOPS
Additionally, don’t forget to pack elevated tops. A fitted cashmere turtleneck or a long-sleeve bodysuit adds polish. Layer under a coat or wear solo indoors. These are the quiet stars of your ski slope style lineup. If you’re planning a visit to the St. Regis or the Snow Lodge for post ski cocktails, this is what you’ll want to wear fireside. Add gold jewelry for that effortless après-ski upgrade. It’s giving subtle glam.
shop the look
Western VIBE SHOES
Now for the shoes. Aspen is all about snow-proof soles with style. Cowboy boots are a bold but completely appropriate choice here. I love pairing them with sweater dresses or dark denim for that true Aspen style. You’ll also want something weather-resistant for walking around. Shearling-lined boots or high-shaft leather boots are perfect. Choose footwear that transitions easily between outdoor activities and après cocktails.
shop the look
MOUNTAIN CHIC ACCESSORIES
No Aspen winter outfit is complete without the right accessories. From chic beanies to statement bags, these finishing touches will elevate your look dring our favorite season to visit this Western ski town.
Next up: A fur trapper hat, fringe scarf, and aviator sunglasses all give mountain outfits that finishing touch. You’re dressing for style, lean into it. Add chic turqouise earrings or belt, or a cool cowboy hat to give your Aspen outfit ideas a little edge. These small details make a big difference, especially when your outerwear is front and center.
shop the look
ASPEN PURSES
Of course, you’ll need a purse that works in the snow. Choose structured bags in leather or suede, or go playful with shearling textures or fringe details. I love a mini top-handle for dinner and a slouchy tote during the day. Make sure it’s functional but stylish. These are the kind of pieces that select brands get right. Look for something that balances rustic texture with elevated shape.
shop the look
SNOW BOOTS
Finally, let’s talk snow boots. They’re practical, yes—but they can also be chic. Moon boots are a bold move and very on trend. Or go with sleek leather waterproof boots that match your coat. Snow boots are non-negotiable in Aspen. The good news? The right pair will go with almost everything on this list. They’re the foundation of your entire ski trip wardrobe.
shop the look
At the end of the day, Aspen is where Western chic meets polished luxury. Whether you’re channeling Hailey Bieber in head-to-toe neutrals or going bold in color-blocked ski clothes, it’s all about balancing high fashion with rugged charm. From ski jacket to accessories, these Aspen outfit ideas are made for the stylish traveler who wants to feel glamorous and grounded at the same time.
So if you’re planning your Aspen vacation and wondering what to pack for Aspen, let this guide be your starting point. You’ll find yourself returning to it trip after trip, season after season. Because Aspen isn’t just a place—it’s a vibe. And once you find your signature Aspen attire, you’ll never want to wear anything else in the snow again.