Archive for category: Aspen Insights

Shopping in Aspen is one reason why it is such a popular vacation destination. 

In addition to beautiful views and unique history, Aspen is also known for its diverse retail options. Whether your style is outdoorsy or runway ready, your closet will thank you after a trip to this charming town.

What are the best things to shop for in Aspen?

The 10 best things to buy in Aspen are:

1. Outdoor Gear and Apparel
2. Upgraded Outdoor Gear
3. Boutique Fashion
4. Gifts and Home Decor
5. Gourmet Food
6. Books
7. Luxury Designer Brands
8. Children’s Clothing
9. Hidden Gem Boutiques
10. Activewear

Keep reading to discover the best insider tips from Aspen Luxury Concierge for an unforgettable shopping experience.

1. Outdoor Gear and Apparel

The ALC team recommends ASPENX for all your outdoor apparel needs. ASPENX carries a line of winter gear that was designed in collaboration with Prada.

It combines luxury and style with utility and comfort. In addition to clothing, ASPENX offers ski and snowboard rentals, private seasonal experiences, and gourmet food.

The ASPENX cafe menu includes Italian coffee and Ladureé macarons.

Another great place to buy ski gear in Aspen is Ogier.

This Swiss clothing brand specializes in high fashion, sustainable ski gear. Ogier is one of many world famous brands that has a store in Aspen. Visitors may also enjoy shopping at Gorsuch or Miller Sport for fashionable winter clothing.

2. Upgraded Outdoor Gear

Before you hit the slopes, consider upgrading your old gear — shopping in Aspen makes it easy. Ute Mountaineer and Aspen Sports both sell gear and offer rentals for a wide range of outdoor activities.

Ute Mountaineer stocks equipment for skiing, snowboarding, climbing, trail running, hiking, backpacking, and camping. Aspen Sports specializes in bike, ski, and snowboard rentals.

They also sell high-quality fly fishing gear. 

No matter your winter adventure, ALC will take care of everything. We will manage your gear rental while you hit the slopes. 

3. Boutique Fashion

ALC highly recommends Wyld Blue for a luxury shopping experience. Wyld Blue offers a wide selection of clothing and accessories for men, women, and kids. The style is very down to earth, with easy to style basics and beautiful, flowing dresses. Wyld Blue has something for everyone in the family.

Citizens of Humanity is a local gem that represents what Aspen is about. The brand was founded in L.A., but has a home in Aspen. Citizens of Humanity is all about sustainability, using regenerative farming to grow the cotton for their jeans. Environmentally conscious shoppers will feel good knowing that their new jeans are helping the planet. 

International visitors should check out Kemo Sabe and Pitkin County Dry Goods for Aspen luxury shopping. Like Citizens of Humanity, these stores offer luxury products with an earthy feel. Kemo Sabe specializes in western gear, including cowboy hats, boots, belt buckles, and bolo ties.

It is the perfect way to take some of the United States midwest home with you! Pitkin County Dry Goods is a don’t miss spot for local shopping. They carry a mixture of eclectic statement pieces and well-made basics. 

ALC HAS TAKEN THE LIBERTY OF CURATING A DOWNLOADABLE SHOPPING GUIDE. PRINT OUT THIS GUIDE AND USE IT WHILE YOU WALK AROUND TOWN.

DOWNLOAD SHOPPING GUIDE

4. Gifts and Home Decor

If you want unique gifts for your friends and family, the ALC team recommends Amen Wardy. This local gem is a must-see destination when shopping in Aspen.

Locals can’t recommend Amen Wardy enough and international magazines like Afar Magazine also give it rave reviews. Amen Wardy is the best place to buy luxury lotion, dining room essentials, and edible gourmet gifts.

They also carry neat novelty kitchen items, which will keep your kitchen even more organized! 

Res Ipsa Home is another excellent destination for Aspen luxury shopping. Res Ipsa Home specializes in unique furniture.

The look is best described as mid-century modern meets Moroccan. This shopping gem is the only excuse you need to redecorate your whole house. In addition to furniture, Res Ipsa offers a curated selection of handmade and vintage pieces. Visitors may enjoy an eye-catching pair of handmade mules or loafers.

On the other side of the home decorating spectrum is Arhaus Show Room. Arhaus specializes in the classic, minimalistic, luxurious home furniture. 

5. Gourmet Food

When you hire Aspen Luxury Concierge to plan your vacation, we plan everything. We will take care of food delivery, restaurant reservations, and hiring private chefs.

However, some visitors want to experience the full shopping experience of Aspen. If you don’t want to limit your shopping experience to just clothes, here are the best farm shops in Aspen.

Meat & Cheese is located in restaurant row in Aspen. The storefront includes both a restaurant and a farm shop. In the farm shop, you can browse their fine selection of cheeses and fresh artisan bread.

Everything in the shop is hand selected and locally sourced. If you need additional gifts, the ALC team recommends their jams.. and sweets. Meat & Cheese also offers curated experience gift baskets.

For wine and liquor, you should check out Local Spirits and Aspen Grog Shop. Both locations offer local spirits as well as international favorites.

Whether you are shopping for gifts or picking out something to go with dinner, the selections won’t disappoint. Grog Shop also offers delivery for busy travelers. The ALC team is also happy to pick up another bottle of wine for you. 

6. Books

Travelers often arrive in Aspen and realize that they forgot their books. Everyone knows that one hallmark of vacation is losing yourself in a good book. The best bookstore in Aspen is Explore Booksellers. Explore is actually a non-profit that hosts free literary events, hosts authors, and sponsors educational events. 

If you are short on time, the ALC team can make a book run for you. We offer personal shopper services, including shopping for your next read. If you enjoy browsing for books. ALC can add a trip to Explore Booksellers to your itinerary. 

Explore Booksellers stocks both the classics and the latest best sellers. No matter what genre you prefer, you will find a great read at Explore.

Visitors may also enjoy attending an author’s talk or lecture series at Explore. If you want to take a piece of Aspen home with you, the bookshop offers Explore More+ memberships. This gives you instant access to curated author talks, priority for signed books, and getting books shipped to you. 

7. Luxury Designer Brands

Aspen is probably the only small skiing town that has storefronts for all the major designers.

When you vacation in Aspen, you will be able to shop Gucci, Prada, Dior, Ralph Lauren, Louis Vuitton, Valentino, and Moncler. Gucci and Prada are near the Aspen Art Museum.

Visitors often enjoy a little luxury shopping after their museum visit. 

What makes luxury shopping in Aspen unique is the character of the clothes. You will find pieces in these Aspen luxury storefronts that you won’t find anywhere else. Gucci in Aspen offers stunning fur pieces, luxury ski gear, and a wide variety of stylist coats.

The Ralph Lauren storefront puts western style front and center. If you can’t decide where to shop first, go to Marcus. This high end boutique carries all the major brands and the latest styles. 

8. Children’s Clothing

Aspen is an excellent family destination in winter and summer. Aspen Luxury Concierge can arrange for a nanny for your children.

During your trip, your kids can enjoy skiing, snowboarding, ice skating, hiking, swimming, and more! 

If you discover that your child needs a new outfit, look no further than Monkey’s. Conveniently located near the Aspen Art Museum, Monkey’s is the best children’s retailer.

They stock the latest styles in sizes for all children. The clothing is well-made to withstand hours of playing. 

9. Hidden Gem Boutiques

Aspen Luxury Concierge is locally based, so we know all the best hidden gems. The ALC team highly recommends Duchess and the Dude. This local boutique is an Aspen original and the best spot for homegrown fashion. The boutique offers jewelry, vintage statement pieces, classic denim, handmade leather pieces, and one-of-a-kind refurbished outfits. 

If you like a classic look, you should shop at Kor. This little boutique carries classic accessories and home decor. The pieces can be seamlessly incorporated into any outfit. Kor itself is a wonderful shopping experience! You will discover accessories that you didn’t know you needed. 

Another hidden gem is Caitlin Dunn Jewelry. If you love handmade work, this is a must for your shopping trip. Caitlin Dunn Jewelry ranges from colorful beaded pieces to subtle outfit staples. In addition to the standard pieces, there is also a line of jewelry inspired by Aspen. You can take a piece of Aspen home with you in the form of a mountain-inspired ring.

10. Activewear

There are many options for luxury outdoor wear when shopping in Aspen. However, if you prefer yoga or Pilates, we have the stores for you. In addition to the local shops, Aspen has a Lululemon. If you forgot your yoga clothes, just pop in for a new set. Lululemon also offers virtual workout videos if you need to squeeze in a yoga session.

The best place to buy fashionable activewear is Alo. They carry the basics, like leggings and sports bras. They also have a line of luxury ribbed cashmere pieces inspired by life in Aspen. O2 Aspen also carries high fashion yoga gear. This selection is all about effortless style that is also comfortable. 

In addition to the storefront, O2 Aspen is also a yoga studio and spa. Yoga, pilates, and fitness classes for all skill levels are offered throughout the day. The on-site spa offers relaxing facials, waxes, spray tans, massages, lash extensions, and brow treatments. It is the perfect way to unwind on your vacation! 

If you are interested in a yoga class or a spa session, the ALC team can help—we make all the arrangements. You can just show up, unwind, and enjoy your much-needed vacation!

Shopping Tips from Locals

Want to shop Aspen like a true insider? Locals know the rhythm of the town and have a few tricks up their (designer) sleeves to help you make the most of your retail therapy.

• Plan your route: Start in the downtown core and work your way out. Galena Street is a must for iconic brands, while hidden gems can be found just off the main paths.
• Don’t rush: Aspen boutiques are known for their attentive service. Allow time for one-on-one styling sessions or in-store refreshments — these are part of the experience.
• Ask for what’s not on display: Some shops carry limited-run or exclusive collections that aren’t out on the floor. A friendly ask can go a long way.
  

Need help planning the perfect shopping day in Aspen? Let Aspen Luxury Concierge handle the details — from boutique appointments to personal styling experiences.

When to Shop to Avoid Crowds

Aspen’s shopping scene can get busy — especially during ski season and major events like the Food & Wine Classic or holidays. Here’s when to go for a quieter, more personalized experience:

• Mornings before 11 AM: Many visitors are on the slopes, so boutiques are calm and staff have more time for you.
• Midweek sweet spot: Tuesday and Wednesday are typically less crowded than weekends or holiday periods.
• Off-peak seasons: Late spring and early fall (“mud season”) offer a slower pace and often, private appointments or seasonal sales.
  

Shopping during these times means fewer lines, more attention, and often a better selection — especially when new seasonal pieces are just arriving.

How to Get Exclusive Invitations

Aspen’s most coveted shopping events — think designer trunk shows, private previews, or après-ski style soirées — are often invite-only. Here’s how to get on the list:

• Join boutique mailing lists: Many stores offer VIP events to subscribers. Ask in-store or sign up online.
• Keep an eye on local event sources: Aspen Chamber, Snow magazine, and Aspen Peak — they frequently spotlight upcoming retail events and exclusive pop-ups.
• Build relationships: Regular visitors who develop rapport with boutique staff are often the first to hear about exclusive offers or early access events.
  

Getting on the inside track often comes down to connection and curiosity. If you’re a frequent visitor or thoughtful shopper, Aspen’s luxury scene tends to reward loyalty.

Best Ways to Ship Purchases Home

Whether you’re flying private or commercial, Aspen boutiques are well-versed in handling luxury shipments. A few smart tips:

• Ask about in-store shipping: Most luxury retailers offer complimentary or premium shipping — often insured and tracked.
• Use local services: Shops like Aspen Shipping can package and send items globally, including ski gear or large art pieces.
• Keep receipts for customs: Especially for international shoppers, it’s wise to keep a paper trail for valuables you may need to declare.
  

Shipping items home ensures you can continue your Aspen experience beyond your stay — without worrying about baggage limits or fragile items in transit.

Frequently Asked Questions

Here are some of the most common questions we get from visitors planning their shopping in Aspen experience.

Plan Your Aspen Shopping Experience

In this article, we’ve explored the best of Aspen’s shopping scene — from luxury designer boutiques and hidden gems to insider tips, quiet shopping hours, and even how to ship your purchases home. Whether you’re visiting for the first time or returning as a seasoned Aspen traveler, shopping here is more than retail — it’s a lifestyle.

To elevate your experience, Aspen Luxury Concierge can handle every detail, from private store appointments to exclusive event access and personalized itineraries. Let us help you turn your shopping day into something unforgettable.

Aspen style is a distinctive fashion aesthetic that combines luxury with functionality. From designer ski suits to elegant après-ski attire, this elevated look reflects the town’s upscale atmosphere and active outdoor lifestyle. 

What Is Aspen Style?

Aspen style is a luxury mountain fashion trend characterized by high-quality, weather-appropriate clothing that blends sophistication with performance. It includes items like belted winter coats, ski suits, fur or faux fur accessories, tailored denim, and resort wear—designed for year-round elegance in an alpine setting.

Want to know what to pack for Aspen or how locals dress through the seasons? From winter layering tips to chic summer resort looks, we’ve put together everything you need to create a polished, mountain-ready wardrobe—complete with outfit ideas, top brands, and seasonal must-haves.

Aspen Outfit Guide – What to Wear by Season

Aspen experiences all four seasons, which is part of what makes it such a beloved travel destination. No matter which time of the year you decide to visit, you’ll want to dress your best for activities from skiing to strolling and shopping.

Here’s a seasonal outfit guide for the Aspen traveler.

What To Wear To Aspen in the Winter

Most people who visit Aspen do so in the winter, as that’s when the ski slopes are brimming with fresh snow. The average temperatures in winter are between 17 and 44 degrees Fahrenheit. Part of why it gets so cold has to do with the elevated altitude. 

Whether you’re hitting the slopes or enjoying après-ski at a high-end chalet, looking the part is as important as staying warm. 

If you’re wondering how to stay stylish while braving the cold, here are some winter Aspen style ideas that are sure to turn heads, keeping you both cozy and fashionable.

Matching Ski Suits

For those who plan to ski or snowboard, a matching ski suit offers both style and practicality. Aspen is known for its high-end ski culture, and the matching ski suit trend is one of the most luxurious ways to hit the slopes. 

Look for brands that emphasize both performance and style, with streamlined designs, bold color-blocking, or sophisticated monochromatic looks. Make sure the suit has all the features you need—insulated fabric, waterproofing, and breathable materials—while still maintaining that high-fashion flair.

Aspen Hats

No winter look is complete without a stylish hat, and in Aspen, you’ll see everything from cozy beanies to glamorous fur-trimmed toppers. 

A luxurious cashmere or wool beanie is an essential accessory, keeping your head warm while adding a chic touch to your winter ensemble. For an extra dose of glamour, go for a fur (or faux fur) pom-pom on top or choose a classic wide-brimmed felt hat for après-ski outings.

Kemo Sabe in Aspen is the ultimate destination for custom hats, offering an exceptional, personalized experience for those seeking unique, high-quality headwear. With a reputation for craftsmanship and attention to detail, Kemo Sabe creates custom hats tailored to each individual’s style, from classic western designs to contemporary fashion statements.

Whether you’re looking for a one-of-a-kind piece to complete your wardrobe or a bespoke creation for a special occasion, Kemo Sabe’s expert hatmakers deliver an unparalleled blend of luxury and craftsmanship, making it the go-to destination for custom hats in Aspen.

In Aspen, winter fashion is all about blending warmth with luxury, comfort with style. From chic belted coats to sophisticated equestrian looks, the winter wardrobe possibilities are endless. 

With the right mix of outerwear, accessories, and layering techniques, you’ll be ready to embrace the cold while exuding that signature Aspen style and allure.

Ready to elevate your Aspen winter wardrobe? Discover curated luxury accommodations and bespoke concierge services that will make your stay unforgettable. Contact Aspen Luxury Concierge today to start planning your ultimate winter getaway!

Belted Winter Coats

A belted winter coat is a quintessential Aspen style piece that combines functionality with elegance. Look for tailored styles that cinch at the waist, providing a sleek silhouette without sacrificing warmth. 

Choose a luxurious fabric like wool or cashmere for a premium feel, and opt for neutral shades like camel, black, or deep forest green for a timeless look. These coats are perfect for a crisp winter day stroll along Aspen’s cobbled streets or cozying up by the fire in a chalet.

Chunky Winter Boots

A pair of chunky, insulated winter boots are both a practical and fashion-forward choice for Aspen’s snowy streets. Opt for high-end brands that combine rugged durability with sleek, elevated aesthetics. 

Thick soles, shearling lining, and bold hardware add character to these boots, making them just as stylish as they are functional. 

Whether you’re walking through Aspen’s snow-covered streets or exploring the mountains, these boots will provide warmth and traction without compromising on style.

Fleece-Lined Leggings

Fleece-lined leggings are a must-have for anyone who wants to stay warm without sacrificing Aspen style. Layer them under your ski pants or wear them solo when you’re enjoying a cozy afternoon in town. 

Pair with a chic oversized sweater, a down jacket, and some stylish ankle boots, and you have a casual yet polished look that’s perfect for Aspen’s winter weather.

Equestrian Attire

Aspen has a long history of equestrian culture, and you’ll see plenty of fashionable riders around town. Equestrian attire, such as tailored jodhpurs, riding boots, and leather gloves, offer a sophisticated touch to any winter wardrobe. 

This look is perfect for those who want to exude classic, luxury Aspen style with a dash of rustic charm. Choose pieces in rich leather or wool for a refined look that complements Aspen’s upscale vibe.

Fur (or Faux Fur)

Whether you prefer the real thing or faux fur, a luxurious fur coat or accessory is a must-have in Aspen. Fur adds an extra level of sophistication and warmth to any winter look, making it ideal for après-ski outings or evening gatherings.

Consider a full-length fur coat, a chic fur stole, or even a cozy fur-lined hood on your parka. If you’re concerned about sustainability, there are plenty of high-quality faux fur options that deliver the same glam effect without compromising ethical standards.

Spring

When spring arrives, it’s still cold in Aspen, with average temperatures of 35 to 63 degrees. If you missed the winter skiing season, you can still enjoy skiing in the spring.

Other excellent activities to partake in during a springtime vacation in Aspen include mountain biking, hiking, horseback riding, and shopping.

Since the temperatures are chilly most days, it’s a great idea to layer up. If riding by horseback, a stylish pair of denim with paddock boots in brown or black will look equestrian chic.

Wearing a fitted top is important to prevent your clothing from getting caught up in the horse equipment. If it’s cold enough where you have to wear a coat, a close-fitting coat is best.

Aspen has no shortage of hiking trails for all experience levels, with the Maroon Bells a favorite.

It’s still pants weather when hiking, even on a nicer spring day, so wear fitted pants. Moisture-wicking, water-resistant materials are more important than ever in the in-between weather.

Cushioned, comfortable hiking boots, merino wool socks, and a waterproof jacket will round out your ensemble.

Layers and More Layers

Layering is essential in Aspen’s spring climate, where temperatures can fluctuate throughout the day. Opt for high-quality base layers, such as merino wool or silk, which will keep you warm without adding bulk. 

Combine these with mid-layers like cashmere sweaters or down vests, and top it off with a luxe outer layer such as a belted coat or a sleek puffer jacket. 

Not only does layering allow you to adjust your clothing based on your activities, but it also gives you the opportunity to create a more dynamic, fashion-forward outfit.

Tailored Denim Jeans

When it comes to spring style in Aspen, tailored denim jeans are a must-have for effortless sophistication and comfort. The mountain town’s laid-back vibe calls for a refined yet casual look, and tailored denim is the perfect way to achieve that. 

Look for jeans with a flattering fit, crafted from premium fabrics like Japanese or Italian denim, and tailored to your shape for a sleek, polished silhouette. Whether you pair them with a crisp white shirt, a cozy cashmere sweater, or a chic blazer, tailored denim offers the versatility needed to transition from day to night in Aspen. 

Ideal for a leisurely brunch or an afternoon shopping spree on the town’s renowned streets, these jeans are a timeless addition to any luxury wardrobe.

High-End Hiking Gear for Aspen Adventures

Aspen’s stunning spring weather is the perfect invitation for outdoor adventures, and to fully embrace the beauty of the mountains, you’ll need high-end hiking gear that combines both performance and Aspen style. 

Look for premium brands offering lightweight yet durable hiking boots with advanced grip technology, ensuring comfort and safety on the trails. Pair them with moisture-wicking, breathable clothing designed to handle the varying spring temperatures—think high-quality, functional jackets, quick-dry pants, and breathable layers made from eco-friendly materials.

A luxury hiking backpack with sleek, minimalist designs, along with top-of-the-line accessories like polarized sunglasses and hydration systems, ensures you’re prepared for both your climb and your stylish Aspen experience. 

With the right gear, you can explore Aspen’s beautiful hiking trails in comfort and style, making your spring getaway as memorable as the majestic views.

Spring in Aspen is the perfect time to embrace effortless, luxury style while exploring the great outdoors. Whether you’re enjoying a scenic hike or relaxing in a chic mountain retreat, Aspen Luxury Concierge ensures your stay is as stylish as it is memorable. Contact us today to start planning your spring getaway!

What to Wear in Aspen in the Summer

You might be used to sweltering summertime temps, but it never gets overly hot in Aspen. The average June temperature is 64 degrees, and in July, it’s 73 degrees.

Summer is the ideal time for hiking, horseback riding, paragliding, or shopping. There’s fun for the whole family!

Aspen in the summer offers a perfect balance of luxury and outdoor adventure, where fashion meets functionality with the stunning backdrop of the Rocky Mountains. 

Whether you’re hiking, enjoying a leisurely stroll through town, or attending an exclusive event, Aspen’s summer style is all about comfort, elegance, and versatility. 

Here’s a look at what to wear in Aspen during the warmer months:

Chic Resort Wear

In Aspen, summer means sunshine and an abundance of outdoor activities, but the town’s upscale atmosphere always calls for a touch of elegance. Think lightweight resort wear that works both for daytime adventures and evening outings. 

Opt for flowy dresses in high-quality fabrics like linen or silk, paired with chic sandals or espadrilles. Maxi dresses in vibrant prints or classic neutrals work wonderfully for brunches or an afternoon of shopping. 

For men, tailored shorts paired with crisp, breathable shirts or polos offer a relaxed yet refined look perfect for an afternoon on the town.

Sunglasses and Sun Protection

No Aspen summer wardrobe is complete without a stylish pair of sunglasses. From oversized designer frames to sleek aviators, sunglasses are both functional and a must-have accessory. 

Don’t forget sun protection—opt for lightweight hats such as wide-brimmed straw hats or sporty caps, as well as high-end sunscreen to keep your skin safe while you enjoy Aspen’s bright summer days.

Luxe Swimwear

For those staying at one of Aspen’s luxury resorts with a pool or hot tub, elegant swimwear is a must. Look for high-quality, well-constructed swimsuits that mix fashion and function. 

One-piece swimsuits with sculpting details, or sleek, minimalist bikinis from top-tier designers, elevate your poolside style. 

Pair with a stylish cover-up—like a flowing kaftan or oversized beach shawl—for an added touch of luxury.

Autumn

If you’re chasing cool autumnal temperatures, Aspen is a fantastic place to visit. In September, the temperatures average a very comfortable 64 degrees, and by November, drops to around 36 degrees as the average.

You and the family can stroll through farmer’s markets, go on a crisp hike, or take a scenic drive along Aspen’s winding roads.

Light Jackets & Layers

Autumn is the time to reintroduce layers to your Aspen wardrobe. A lightweight jacket or sweater is a must for the evenings. A stylish leather or suede jacket is a great option for a casual dinner look, while a chic cashmere cardigan or wrap can offer both warmth and sophistication. 

Layering is key—choose light, breathable pieces that can easily be added or removed as the temperature fluctuates.

Chic Sweaters and Knit Wear

Fall in Aspen calls for cozy yet luxurious sweaters and knitwear. Think cashmere turtlenecks, chunky cable-knit sweaters, or lightweight wool pullovers that offer warmth without compromising on style. These are perfect for layering as the weather shifts throughout the day. 

Turtlenecks are particularly popular in fall, and they pair effortlessly with tailored denim or skirts for an elegant look.

A cozy knit dress in autumnal hues like deep reds, burnt oranges, or forest greens can be dressed up with boots and a statement belt for a chic daytime outfit or layered over leggings for more casual outings.

Elegant Boots

In Aspen, boots are an essential component of fall fashion. For casual walks around town or a day in the mountains, choose leather ankle boots with stylish detailing, such as subtle hardware or lace-up fronts. 

For an elevated look, go for knee-high boots made of soft leather or suede, ideal for pairing with skirts, dresses, or tailored pants.

Chunky, waterproof boots are great for rainy days or hiking, and they offer both comfort and durability while still being fashion-forward. Consider boots lined with shearling or faux fur for extra warmth on those chilly fall mornings.

Warm Scarves & Accessories

Autumn is the season to layer on cozy accessories like luxury scarves made of cashmere or merino wool. 

Long, oversized scarves are perfect for wrapping around your neck or draping over your shoulders. You can opt for classic plaids, animal prints, or neutral tones like charcoal, taupe, and rust to complement your outerwear.

For extra style points, add leather gloves, beanies, or wide-brimmed hats to your ensemble. A felt fedora or a wool beret adds a sophisticated touch to any outfit, perfect for après-ski cocktails or strolling through Aspen’s charming downtown.

Layered Dresses and Skirts

Fall is the perfect time to wear layered dresses or skirts that can transition seamlessly from day to night. A knee-length wool dress or long-sleeve sweater dress can be paired with tights and boots for warmth and style. 

Opt for rich fall colors like emerald green, mustard yellow, or aubergine, which complement Aspen’s natural beauty.

Maxi skirts paired with chunky knits or blazers create a perfect autumn look that’s both comfortable and polished. When temperatures drop, simply add a sleek coat or tailored jacket to complete the ensemble.

Aspen Casual Dress Code

Aspen chic is a casual aesthetic that still incorporates luxury brands. You’ll most often see people dressed in this Aspen style for everyday activities such as shopping, casual dining, and strolling through Aspen.

The casual dress code here is sophisticated yet funky. In some regards, almost anything goes, but you’re still expected to look put-together, just with less emphasis on the dress code than what you might see on the slopes.

You can throw on your favorite trendy Kemo Sabe hat with a pair of Alo leggings and call it a day. You will see all sorts of styles during the day.

Let’s go over what to expect of Aspen’s casual dress code.

In the autumn and winter, keeping warm and staying casual is easy in garb like moon boots, fur boats, fur coats, athletic apparel, monochromatic ski clothes, and designer women’s onesies from MyTheresa, Cordova, and Gorsuch.

In the spring and summer, you could spot locals and tourists alike spotting On Cloud hiking shoes and luxury hiking and yoga apparel from brands like Alo and Lululemon.

7 Aspen Outfit Ideas for All the Activities on Your Itinerary

Are you still struggling to come up with what to wear during your stay in Aspen? Here are some outfit ideas you’ll want to replicate!

1. Monochromatic Chic

A monochrome style looks effortlessly put-together because you match from head to toe. You don’t have to try too hard, so even sweatpants and sneakers can look chic, such as seen here.

Luxury lifestyle blogger Lindsay Liberman looks ready for a day of shopping or relaxing in a ski lounge in her single-color creamy look.

The cream color invokes warmth, and the various textures create visual dimension and interest. The inclusion of the fleecy fanny pack not only breaks up the sweatshirt and sweatpants she’s wearing but is also useful for bringing everyday essentials.

• Coat: Apparis Bree Faux Fur Coat
• Sweatshirt: Anine Bing Sport Evan Sweatshirt
• Sweatpants: Anine Bing Sport Evan Jogger

2. Shine Bright Like a Diamond

Metallics are a huge component of Aspen chic, such as seen here.

This Aspen style makes you more reflective on the ski slopes and is tirelessly trendy. Metallics also throwback to the 2000s style that’s currently enjoying a resurgence.

If you only want to dip your toes into metallics, try a silvery ski jacket or shiny pants, but only one or the other. If you’re ready to dive head-first into the trend, pair metallics on metallics. A matching look is great, but you can contrast metallics if you wish.

• Jacket: Perfect Moment Star Hooded Cropped Quilted Metallic Ski Jacket
• Boots: Moncler Insolux Metallic Leather and Padded Shell Ankle Boots

3. Black and White Never Tires

How about a look the fellas can emulate? As seen on The Fashionisto in a Zack Pricer editorial for Aspen Peak, men’s Aspen style is simple but electric. Black and white especially is a fantastic color palette for wintertime activities. Take a look.

A style like this can seamlessly transition from the ski slopes to shopping and everything in between. The black and white striped turtleneck lends this look an upscale style while the streamlined black pants and winter boots make it seasonal.

4. Fanny Packs for the Win

What’s old always becomes new again, which explains why fanny packs are back in rotation. Around Aspen, you’re likely to see fanny packs from designer brands such as Gucci or Channel.

This Gucci jumbo GG bag in bright orange leather would look exceptional when paired with a metallic ski jacket. You could also wear it with an all-orange ensemble if you’re feeling bold.

At the very least, it would make a head-turning accessory with a denim jacket or winter coat.

5. Gorsuch Style

Aspen style always includes at least some Gorsuch, a popular local clothing store. You can fashionably layer up here in styles such as the Jet Set Vega Glam down coat.

With its metallic sheen, it’s right on-point so you can nail that Aspen chic look. Made of ripstop fabric with thermal insulation, that and its long length also makes it exceptionally warm for those icy cold winter days.

Mallory Sauer of Sweet and Sauer

6. Texture and Shape

Lifestyle blogger Mallory Sauer of Sweet and Sauer put together a simple yet stylish look for her trip to Aspen that you can easily replicate when visiting in the winter, early spring, or late autumn.

The look consists of a fluffy ivory faux fur coat, a matching ivory V-neck shirt, light-washed skinny jeans, a gray fedora, dark sunglasses, winter boots, and a small brown leather purse.

With a look like this, you’re ready for a day of shopping and relaxation.

• Coat (similar to original): H&M Faux Fur Jacket
• Sunglasses: Celine 41026/ S 0JAH Burgundy Brown/X9 Brown Lenses
• Bag: Gucci Blondie Small Shoulder Bag

7. Alo Style

Another brand that resonates with Aspenites is Alo Yoga. Their selection of stylish gear for all seasons can fill your wardrobe no matter what kinds of activities you have on the itinerary.

The Muse set by Alo is comfortable Aspen street style for lounging about after a long day spent skiing. The ribbed material in both the sweatshirt and sweatpants feels soft and looks stylish.

The cropped top has side slits and a lightweight profile that makes it ideal for those late winter/early spring days when many people wonder what to wear. You can also get away with this set into the autumn.

• Sweatshirt: Alo Muse Hoodie
• Sweatpants: Alo Muse Sweatpant

FAQS

Do you have more questions?

Our concierge team at Aspen Luxury Concierge offers personalized styling advice and wardrobe planning as part of our lifestyle management services. Whether you’re preparing for a weekend getaway or an extended stay, we curate fashion recommendations tailored to your itinerary and taste.

Plan Your Aspen Chic Getaway

Wherever you go in Aspen, it’s impossible to miss people walking around in that trademark Aspen style. There’s no one definition of Aspen chic, but you know it when you see it. It’s a combination of plush yet trendy, comfortable yet Instagrammable, modern yet timeless.

Now that you know what to wear, you’re ready to begin planning your Aspen getaway!

Aspen, Colorado, offers year-round appeal, though the winter season is the most popular time to visit due to its abundance of activities. During the colder months, visitors can engage in a variety of things to do in Aspen in winter. Even non skiers can enjoy Aspen, experiencing activities like ice skating and snow shoeing, all set against the stunning alpine backdrop. The cold, snowy climate provides the ideal conditions for these winter activities, making Aspen a top destination for those seeking both adventure and natural beauty.

What Are the 20 Best Things to Do in Aspen in Winter?

Aspen is renowned for its winter activities, offering a wealth of exciting options for visitors. Here are the top 20 things to do in Aspen during the winter season:

1. Skiing and Snowboarding
2. Winter Hiking and Snow Shoeing Excursions
3. Apres-Ski
4. Ice Skating
5. Luxury Shopping
6. Helicopter Tours over the Maroon Bells
7. Snowmobile Tours
8. Luxury Spa Day
9. Snowcat Dining at the Alpine Lodge
10. Hit the Hot Springs
11. Tubing
12. Private Sleigh Ride
13. Aspen Art Museum
14. Gourmet Dining Experiences
15. Ice Climbing
16. Private Wine Tasting
17. Winter Photography Tour
18. Live Music & Entertainment
19. Winter X Games
20. Winter Festivals & Events

Whether you’re a party animal, an adrenaline junkie, a beginner skier, an arts connoisseur, or a parent with kids, there is something for everyone in Aspen.

If you have your sights set on Aspen this winter, make sure to explore these 20 incredible activities for a memorable trip.

1. Skiing and Snowboarding

When people come to Aspen, it’s usually to ski or snowboard – Aspen is a ski town after all! The official ski season starts in November and runs through April, depending on the weather.

No matter your skill level, Aspen is a great place to learn, improve your technique, or challenge yourself.

There’s something for everyone on each of Aspen’s 4 mountains:

• Buttermilk Mountain is known for being a beginner-friendly place to ski due to the number of green and blue runs. Main and west Buttermilk are well-maintained and free of obstacles, while the tiehack area is best for uphill skiers. There are 2 options for dining on the mountain: Cliffhouse, which is located at the summit, and Bumps, which is at the base. 
• Aspen Highlands represents everything special about skiing in Aspen. Highlands is home to Cloud 9 where you can ski in, party, spray champagne, and ski out. The Highland Bowl is a particularly challenging area as you have to hike the bowl to “earn your runs.” However, conquering the bowl is like a rite of passage and an experience you won’t soon forget. Most of the runs on Highland are blues and blacks, with mogul terrain and glades, for an additional challenge. 
• Aspen Mountain has the most spectacular view of the Elk Mountains. Ajax is known for being the local’s mountain because it has runs that offer a little bit of everything. If you only have 1 day to ski Aspen, hit Aspen Mountain. At the base of the mountain is the legendary Ajax Tavern; halfway up is Bonnie’s, which is known for having the best pancakes in town. At the top of Aspen Mountain is the Sundeck, which has an exceptional view over the Elk Mountains. 
• Aspen Snowmass Ski Resort has the most vertical area of any ski area, serviced by 17 different ski lifts. Snowmass is best for beginner and intermediate skiers, making it ideal for families. Most of the ski in/ski out accommodations in Aspen give you direct access to Snowmass slopes. 

2. Winter Hiking & Snowshoe Excursions

Don’t want to ski or snowboard?

That’s okay!

There are plenty of things to do in Aspen in winter besides ski or snowboard. Snowshoeing is a great way of getting out in nature and experiencing the natural beauty of Aspen. Winter hiking offers an equally enchanting way to explore the snow-covered trails, allowing you to enjoy the serene landscapes and crisp mountain air while surrounded by stunning alpine scenery.

Because snowshoeing is so easy, almost anyone can pick it up relatively quickly. It is also a low-impact form of cardio that burns over 600 calories an hour, so you get a great workout without puttin g too much strain on your joints. 

The team at Aspen Luxury Concierge recommends that snowshoers check out Aspen Golf Course and North Star Loop. The Bernese Boulevard Trail on Aspen Golf Course is dog-friendly, so you can bring your furry friend along for some exercise. North Star Loop  is a 1.6 mile trail that is consistently one of the most well-groomed places to snowshoe.

3. Après-Ski in Aspen

After a day on the slopes, Aspen offers a vibrant après-ski scene that caters to the most discerning tastes. 

For a lively atmosphere, head to Ajax Tavern, located at the base of Aspen Mountain, where guests can enjoy an après-ski experience with a laid-back yet chic vibe, complete with outdoor seating and delicious après snacks like truffle fries. 

If you’re seeking a more sophisticated experience, The Wine Bar at The Little Nell provides an elegant setting with world-class service, offering signature cocktails and gourmet bites. 

For those looking to unwind in a cozy, intimate space, the Caribou Club offers an exclusive members-only ambiance with a curated selection of fine wines and expertly crafted cocktails. 

Whether you’re looking to socialize with fellow skiers or relax in a luxurious setting, Aspen’s après-ski scene provides the perfect way to end a day on the mountain.

4. Ice Skating in Aspen, Colorado

Ice skating is one of the quintessential things to do in Aspen in winter.

The best part is that you don’t even have to be good at it to have a really fun experience.

Ice skating is both a great family activity as well as a unique date night idea or a way to spice up cardio.

You have a few options for ice skating in Aspen. For the duration of the winter season, Snowmass Base Village has an outdoor ice rink that offers free skate rentals. Since it’s so close to the Limelight Lounge, skaters often warm up by the fire for a gourmet dinner.

The other outdoor skating rink is Silver Circle Ice Rink, which is right next to CP Burger – home of the best parmesan truffle fries you’ll ever have and even spiked shakes for the adults. 

5. Luxury Shopping

When it comes to luxury things to do in Aspen in winter shopping is at the top of the list. Winter is the perfect time to indulge in the finest high-end fashion and accessories. Aspen’s renowned shopping district offers an exclusive selection of boutiques, making it a must-visit destination for those seeking the best in winter apparel. 

From sleek, stylish outerwear at Moncler to elegant ski fashion at Fendi, Aspen’s shops cater to every taste with collections designed to combine both fashion and functionality. For a more refined experience, head to Prada or Louis Vuitton, where you can find sophisticated winter accessories like cashmere scarves, leather gloves, and custom boots that will keep you both warm and chic.

 A unique gem in Aspen is Gorush, offering a curated collection of luxurious ski gear and accessories designed for the modern alpine lifestyle. With their premium outerwear, high-performance ski equipment, and accessories, Gorush ensures you hit the slopes in style. 

Whether you’re looking for the latest in ski fashion or exclusive winter accessories, shopping in Aspen during the winter season is a true indulgence for those who appreciate quality, craftsmanship, and impeccable style.

For a truly personalized shopping experience, let Aspen Luxury Concierge assist with private shopping excursions, where one of our expert stylists will guide you through Aspen’s top boutiques and ensure you find the perfect pieces for your winter wardrobe.

6. Helicopter Tours Over the Maroon Bells

You can’t come to Aspen and not see the majesty of the Maroon Bells. While this destination is more of a summer experience, there are still ways to enjoy the view during the winter season.

The road to reach Maroon Bells Basecamp is closed until summer, but visitors can cross country ski, snowshoe, snowmobile, or hike there. Locals say that the 12.4 mile round trip hike out to the Maroon Bells is one of the most peaceful Aspen hikes.

For a truly unforgettable experience in Aspen, a helicopter tour over the Maroon Bells is a must. Soaring high above these iconic peaks, you’ll be treated to breathtaking views of the towering, snow-capped mountains and pristine alpine lakes below. 

These scenic flights are offered by local operators like Regal Helicopters, who provide private tours that allow you to take in the natural beauty of one of the most photographed mountain ranges in North America from the sky. Whether you’re looking for a winter adventure or a summer escape, a helicopter tour of the Maroon Bells offers a spectacular perspective of Aspen’s stunning landscape, making it one of the best things to do in Aspen in the winter.

7. Snowmobile Trips

Experience the thrill of a snowmobile tour in Aspen’s winter wonderland. 

Guided tours take you through pristine snowy trails, offering breathtaking views of the Elk Mountains and surrounding wilderness. Whether you’re a seasoned rider or a first-timer, snowmobiling provides an exhilarating way to explore Aspen’s backcountry. 

Highlights include visits to the iconic Maroon Bells and Independence Pass, where the beauty of winter landscapes will leave you in awe. 

Perfect for adventure seekers and nature lovers alike.

8. Luxury Spa Day

After a day of skiing or exploring Aspen’s winter wonderland, there’s no better way to unwind than by indulging in a luxurious spa experience, one of the most rejuvenating things to do in Aspen in winter. Aspen is home to some of the most exclusive wellness retreats, where you can rejuvenate both body and mind. 

The Yarrow Spa at The Hotel Jerome offers world-class treatments, from soothing massages to rejuvenating facials, all set in an elegant, serene atmosphere. 

For a modern and wellness-focused experience, head to O2 Aspen, a high-end spa and fitness center known for its holistic approach to well-being. O2 offers a range of treatments that blend cutting-edge technology with traditional therapies, including cryotherapy, infrared saunas, and oxygen therapies to help you recover and recharge. 

The RAKxa Wellness Spa at The St. Regis also stands out, with its mineral-rich baths and expertly crafted treatments designed to melt away tension and leave you feeling renewed. 

With their cozy, luxurious ambiance, a visit to any of these top-tier spas in Aspen is the perfect way to relax and recharge during the winter season. Whether you’re looking to recover from a day on the slopes or simply indulge in some self-care, Aspen’s luxury spas provide the ultimate retreat for relaxation and renewal.

9. Snowcat Dining at Cloud Nine

One of the ultimate bucket-list things to do in Aspen in winter is snowcat dining at the Cloud Nine Alpine Bistro. This extraordinary adventure begins with a scenic ride aboard a snowcat, where you’ll be whisked up Aspen Mountain through snow-covered trails to the exclusive Cloud Nine Alpine Bistro, a cozy, rustic yet luxurious mountaintop retreat. 

Once you arrive, you’re greeted with stunning panoramic views of the surrounding snow-capped peaks. The highlight of the evening is the exquisite multi-course dinner, expertly prepared and served in a warm, intimate atmosphere. 

With its sophisticated cuisine, fine wines, and the unparalleled beauty of the mountain setting, snowcat dining at the Alpine Lodge offers an unforgettable winter dining experience. 

It’s the perfect way to enjoy both the culinary delights and awe-inspiring views of Aspen while creating lasting memories in an exclusive, serene setting.

10. Hit the Hot Springs

Glenwood Springs is home to one of the world’s largest mineral hot springs and offers smaller pools at different temperature points with different amenities. 

Although it isn’t in Aspen proper, Glenwood Springs is only 40 miles away from Aspen, so it only takes about an hour to get there by car. 

ALC recommends hitting the hot springs after a long week of skiing in Aspen; the pools can naturally relieve sore muscles, minimize joint pain, and wash away all your stress.

For a more secluded experience, visit Avalanche Hot Springs, nestled in the wilderness for a tranquil retreat. Additionally, the Iron Mountain Hot Springs provide stunning views of the Colorado River and the surrounding mountains. 

Children are welcome at the hot springs, just not in some of the higher temperature pools. Glenwood Springs welcomes families and is another one of the many fun things to do in Aspen winter with children. 

The new Upriver additions are 21+ for adults who want to unwind with a glass of wine during their soak.

11. Tubing

For one of the more family- oriented things to do in Aspen in winter, tubing is a fun and exhilarating activity perfect for all ages. Snowmass offers a dedicated tubing hill at the Elk Camp area, featuring multiple lanes for a thrilling experience as you slide down the snowy slopes on an inflatable tube. 

Also, the tubing lanes are lift-served, making it easy to get back up for another run. 

The tubing hill is open during the day and offers night tubing under the lights on select evenings, adding an extra layer of excitement. After tubing, you can warm up with hot chocolate at the Elk Camp Restaurant, which provides a cozy and inviting atmosphere.

12. Private Sleigh Ride

Looking for one of the more romantic things to do in Aspen in winter? Discover the peaceful beauty of Aspen’s winter landscapes with a private sleigh ride. 

Imagine snuggling up with a loved one under a warm blanket as a team of horses gently pulls your sleigh through a serene winter wonderland. The crisp mountain air, the sound of sleigh bells jingling, and the breathtaking views of snow-capped peaks and forested trails create a magical atmosphere. 

Some rides even offer champagne to toast the occasion, making it even more special. You can choose to enjoy a private sleigh ride at places like Aspen Carriage and Sleigh, where the experience can be personalized with a cozy stop at a rustic cabin for a fireside meal. 

Whether you’re celebrating a special occasion or simply looking to create a memorable moment with your partner, a private sleigh ride in Aspen is an unforgettable way to experience the romance and beauty of winter in the mountains.

13. Aspen Art Museum

For those seeking a cultural escape in Aspen during the winter, a visit to the Aspen Art Museum is a must for things to do in Aspen in winter. 

Nestled in the heart of the city, the museum offers a contemporary art experience that perfectly complements the town’s chic, alpine atmosphere. The sleek, modern design of the museum itself is a work of art, with expansive galleries showcasing rotating exhibitions from both established and emerging artists across a variety of mediums. 

Whether you’re an art connoisseur or just looking for a creative retreat, the Aspen Art Museum provides a unique opportunity to immerse yourself in thought-provoking works, all while enjoying stunning views of the surrounding mountains. 

The museum also offers educational programs, artist talks, and special events, making it a great way to spend a relaxing afternoon off the slopes. With its cutting-edge exhibits and vibrant cultural energy, the Aspen Art Museum adds a dose of creativity and inspiration to your winter getaway.

14. Gourmet Dining Experiences

Winter in Aspen is the perfect time to indulge in gourmet dining, where you can savor exquisite cuisine in cozy, intimate settings that offer a welcoming escape from the cold. 

For a truly memorable experience, head to Element 47 at The Little Nell, where you can enjoy fine American cuisine with a refined touch while sitting by the crackling warmth of the restaurant’s fireplace. The rustic elegance of The Wild Fig provides a perfect backdrop for enjoying Mediterranean-inspired dishes in a snug, cozy ambiance. 

Another exceptional option is The Snow Lodge, a luxurious après-ski dining spot offering sophisticated comfort food and craft cocktails, all set against the glow of a roaring fire. 

If you’re in the mood for a mountain chalet experience, Matsuhisa Aspen combines world-class Japanese cuisine with a warm, inviting atmosphere, complete with a fireplace to make every dinner feel special. 

Whether you’re looking for high-end dining or a casual yet refined experience, these Aspen restaurants offer not only top-tier food but also the perfect cozy ambiance for winter nights, where the warmth of the fire and the flavors of the meal come together to create an unforgettable dining experience.

For an unforgettable dining experience in Aspen, let Aspen Luxury Concierge handle your reservations at the finest restaurants in town. Whether you’re seeking a cozy dinner by the fireplace or a world-class gourmet experience, we’ll ensure your table is secured at the most exclusive spots. Contact us today to make your dining reservations and elevate your Aspen getaway with personalized service that’s tailored to your tastes.

15. Ice Climbing

Aspen is a premier destination for ice-climbing enthusiasts. 

Local guides offer courses and guided climbs on frozen waterfalls and ice formations, providing an exhilarating adventure for both beginners and experienced climbers. 

Redstone, renowned for its stunning ice formations, is a popular spot just outside Aspen. Additionally, Aspen Expeditions and other local guiding companies provide all necessary equipment and expert instruction to ensure a safe and thrilling climb. Ice climbing in Aspen offers a unique way to challenge yourself physically while experiencing the breathtaking beauty of the winter landscape.

16. Private Wine Tasting

For wine lovers seeking luxurious intimate things to do in Aspen in winter, a private wine tasting is the perfect way to indulge in the region’s finest selections. 

Many of Aspen’s upscale restaurants and wine bars offer exclusive, personalized wine tasting experiences, allowing you to savor rare and premium wines while learning about their origins and pairing them with gourmet bites. 

PARC Aspen, a stylish and sophisticated wine bar, offers private tastings with expertly curated selections, showcasing both local and international wines. The cozy yet elegant atmosphere provides a perfect setting for enjoying exquisite wines while engaging with knowledgeable sommeliers.

 For a more immersive experience, The Wine Bar at The Little Nell provides private wine tastings led by their expert sommeliers, offering access to some of the world’s most prestigious vintages in an intimate, fireside setting. 

If you’re looking for something unique, consider arranging a private wine tasting experience with Aspen Luxury Concierge, where we can arrange a custom tasting at a private residence or luxury venue, tailored to your specific tastes. 

Whether you’re a connoisseur or just looking to enjoy a special evening, a private wine tasting in Aspen is a refined and memorable winter activity that combines the region’s passion for fine wine with its unparalleled beauty and atmosphere.

17. Winter Photography

Winter in Aspen offers the perfect backdrop to hone your photography skills, with its stunning snow-covered landscapes, majestic mountain views, and serene forests. 

Whether you’re a beginner looking to improve or an experienced photographer wanting to capture the natural beauty of Aspen in winter, a photography tour guide can help you make the most of your camera. 

With the help of a local expert, you’ll learn how to master techniques like shooting in low light, adjusting for snow and icy landscapes, and capturing the breathtaking mountain scenery. Aspen’s winter charm, with its golden sunsets, frosted trees, and vibrant skies, provides endless opportunities for striking shots. 

Local guides will take you to hidden gems and iconic locations like the Maroon Bells, providing the best vantage points and offering tips to get those perfect shots. A photography tour in Aspen not only enhances your skills but also gives you a chance to experience the winter wonderland in a personal way, making it one of the more unique things to do in Aspen in winter.

18. Live Music & Entertainment

Aspen’s winter music scene is a vibrant mix of world-class performances and intimate, cozy venues that provide the perfect soundtrack to your alpine getaway. Whether you’re into classical, jazz, or contemporary music, Aspen offers an eclectic range of options that appeal to all tastes. 

The Aspen Music Festival and School is a cornerstone of the town’s winter music scene, featuring performances from some of the world’s most talented musicians, including symphonic concerts and chamber music series. For those looking for a more intimate experience, Belly Up Aspen offers a legendary setting for live music, where top-tier artists from all genres perform in an up-close and personal venue with incredible acoustics. 

The Wheeler Opera House, with its historic charm, hosts an array of performances, from classical music to comedy and film screenings, all set in an intimate atmosphere. 

For jazz enthusiasts, JAS Aspen Snowmass provides a series of winter concerts and festivals, drawing top talent from the jazz world to the picturesque mountain town. 

Whether you’re enjoying a grand symphony or a laid-back acoustic set, Aspen’s winter music scene offers a plethora of things to do in Aspen in winter, making it the perfect way to enjoy the arts and enhance your mountain escape.

19. Winter X Games & Winternational

Aspen is a magnet for some of the world’s best winter athletes, who flock to the area to train and compete in its world-renowned ski resorts and events. With its pristine slopes, challenging terrain, and a history of hosting prestigious competitions, Aspen is the perfect destination for elite athletes to push their limits and showcase their skills.

Winter X Games

The X Games Aspen is a premier, Olympic-level competition that brings together the world’s top winter athletes to showcase their skills in skiing, snowboarding, and other extreme winter sports. It’s one of the most popular things to do in Aspen in winter.

Held during the last weekend in January, the event takes place on the slopes of Buttermilk Mountain, offering thrilling competitions that attract both seasoned athletes and fans from around the globe. 

But the excitement doesn’t stop when the events wrap up for the day—each night, the party continues with free concerts that run from 11pm until 4am, where attendees trade in their ski gear for rave attire and dance the night away. The main concert stage is set at the base of Buttermilk near the gondolas, creating a lively, high-energy atmosphere. 

If you want to experience the X Games in style, contact Aspen Luxury Concierge for exclusive packages that include luxury accommodations, tickets to the events, transportation, and custom itineraries designed to give you the ultimate Aspen adventure. Whether you’re there for the high-flying action on the slopes or the vibrant nightlife, the X Games in Aspen offer a unique and unforgettable winter experience.

Aspen Winternational

The Aspen Winternational is an exciting part of the Audi FIS Ski World Cup tour, featuring both men’s and women’s Slalom and Giant Slalom events. This thrilling competition brings together the fastest skiers from around the world, all vying for medals as they race against the clock on the slopes of Aspen Mountain. 

Taking place during the first week of March, the Winternational attracts top-tier athletes and skiing enthusiasts alike, offering a chance to witness the world’s best in action. The courses are located on Aspen Mountain, where dedicated areas are set aside for spectators, ensuring you have an up-close view of the fast-paced, high-energy races. 

For those looking to make the most of this world-class event, Aspen Luxury Concierge offers exclusive packages that include accommodations, VIP access, transportation, and personalized itineraries, making it easy to enjoy the ultimate Winternational experience. 

Whether you’re there to cheer on your favorite skier or enjoy the adrenaline-fueled atmosphere, the Aspen Winternational offers an unforgettable winter experience.

20. Winter Festivals & Events

Some things to do in Aspen in winter only come around once a year, so you’d better mark your calendars and start planning your trip! Although most of Aspen’s events are fairly ski-centric, non-skiers still have options for events that do not require them to ski. 

Aspen Gay Ski Week

Aspen Gay Ski Week (AGSW) is a one-of-a-kind Pride celebration that brings together the LGBTQIA+ community for an unforgettable week of skiing, snowboarding, and non-stop fun. 

Held during the third week of January, this vibrant event features everything from epic ski outfits and snowboarding drag queens to lively parties and fundraising for LGBTQIA+ causes. 

The Little Nell and Limelight Hotel serve as the heart of the festivities, but throughout Aspen, you’ll find an array of events, parties, talks, and special menus that add to the excitement. 

To make the most of this unique celebration, contact Aspen Luxury Concierge to plan your trip and experience all the joy, inclusivity, and entertainment of Aspen Gay Ski Week.

Wintersköl

Wintersköl is a “toast to winter” and is Aspen’s iconic winter festival, celebrating the town’s rich history, vibrant culture, and snowy landscapes with a series of exciting events. 

Held annually in mid-January, Winterskol offers something for everyone, from snow sculptures and parades to live music, après-ski parties, and family-friendly activities. The festival’s signature events include the beloved Winterskol Parade, a festive gathering of locals and visitors in colorful attire, as well as the popular Snow Sculpture Championships. 

The heart of Winterskol is found in downtown Aspen, where the streets come alive with activities, special events, and outdoor celebrations. To make the most of this winter wonderland, contact Aspen Luxury Concierge to plan your perfect Winterskol getaway, complete with luxury accommodations and exclusive access to all the festivities. 

Aspen Santa Fe Ballet Winter Series

ASFB is a dance program that is based in both Aspen, Colorado and Santa Fe, New Mexico. In addition to ballet, ASFB puts on contemporary performances with unique choreography and Mexican folkloric performances that bolster ethnic pride. All performances take place at the Aspen District Theatre, which is about 10 minutes from downtown Aspen.

Performances take place throughout the winter season. For specific dates, times, and tickets, contact Aspen Luxury Concierge

How to Plan Your Best Vacation Yet!

There are a lot of moving pieces and parts that go into planning the perfect adventure. Vacations should be relaxing, not stressful. This is why ALC offers winter experience packages, which include:

• Gear rental
• Transportation
• Ski in/ski out accommodations
• Lift tickets
• Lessons (if needed)
• Après-ski reservations.

Start planning your vacation today with Aspen Luxury Concierge!

4 Tips for Planning Your Trip to Aspen in the Winter

1. Decide Where You Want to Stay

For accommodations in Aspen, you have 2 options: a hotel or a luxury vacation rental. All the luxury hotels in Aspen Snowmass are ski in/ski out, so it’s easy to hit the slopes in the morning.

2. Make a List of Everything You Want to Do

This will allow your concierge to make your reservations before you arrive, so you are able to do everything you want to do. 

3. Be Prepared for the Winter Weather

Most of the things to do in Aspen, Colorado winter are outdoors, so it’s important to dress for the weather. From December to February, Aspen sees lows of 11 degrees and highs in the 30s.

4. Transportation Isn’t Reliable, So Plan Accordingly

Uber and Lyft are not reliable in Aspen. ALC usually books clients a private car to take them where they need to go for the duration of their trip. 

Why Aspen, Colorado is a Perfect Winter Destination

During the winter season, Aspen transforms into a wonderland of natural beauty as snow blankets downtown Aspen and the Maroon Bells.

While Aspen is a hub of activity year round, everyone knows that winter is the best time to visit due to the variety of snow-based outdoor activities, cozy seasonal restaurant menus, and holiday festivities.

The best time of year to visit Aspen is December to February. Annually, Aspen gets 200 inches of snow, which means constant fresh powder on the slopes.

Even if you don’t ski, Aspen comes alive in the winter months; Aspen nightlife is actually comparable to New York or L.A.. There is always a party happening in our little mountain town, whether it’s Gay Ski Week, après-ski, spraying champagne at Cloud 9, rocking out at Belly Up, or turning up at Escobar. 

FAQs

Do You Have More Questions?

If you have more questions or need personalized assistance planning your Aspen trip, contact Aspen Luxury Concierge. Our expert team is ready to help you craft an unforgettable experience tailored to your preferences.

Experience Aspen’s Winter Wonderland with ALC

With so many amazing things to do in Aspen in winter, you will probably need help pulling together all the small details. That’s where Aspen Luxury Concierge comes in! Our team acts as a single point of contact for all your vacation plans. You tell your concierge what you want and they will make it happen. Contact Aspen Luxury Concierge to start planning your Aspen adventure!

With summer on the way and native wildflowers beginning to bloom, Aspen in May promises an unparalleled vacation experience. 

Aspen Snowmass is the premier destination in the Rocky Mountains for bespoke outdoor experiences and luxurious fine dining.

What Makes Aspen, Colorado a Good Place to Visit in May?

By May, Aspen settles into a peaceful rhythm, offering a serene escape from the hustle and bustle of peak seasons. With the ski crowds gone, the town takes on a more relaxed atmosphere, perfect for those seeking tranquility and rejuvenation. The mild spring weather—cool mornings between 28 and 35 degrees and comfortable afternoons around 60 degrees—creates ideal conditions for unwinding in nature. Gentle cloud cover softens the sunlight while still revealing Aspen’s breathtaking blue skies.

This is the perfect time to explore scenic trails, enjoy leisurely bike rides, cast a line in quiet fishing spots, or simply relax—all without the usual crowds. Whether you’re looking to disconnect or indulge in the beauty of the Rockies at your own pace, Aspen in May offers a rare moment of calm.

Embrace the stillness, breathe in the fresh mountain air, and discover the quiet side of Aspen. Keep reading to uncover the best ways to experience this hidden gem of spring.

Top 5 Things to do in Aspen in May 

May in Aspen offers a rare moment of tranquility—a peaceful lull between the excitement of ski season and the buzz of summer. With fewer visitors and a slower pace, it’s the perfect time to unwind and soak in the natural beauty of the valley. Allow the crisp mountain air to invite you to relax and recharge. Whether you prefer a quiet morning with a coffee overlooking the peaks, a leisurely walk through town, or a peaceful afternoon at a luxury spa, Aspen in May provides the ideal setting to embrace the stillness. Let Aspen Luxury Concierge (ALC) curate a perfectly tailored retreat, ensuring your escape is as effortless as it is rejuvenating.

1. Relax and Rejuvenate at the Spa 

After a long winter leaves your skin dry and pale, there’s no better time than spring to rejuvenate at the spa. Aspen is a town that takes wellness very seriously, so there is no shortage of spas around town.

They all offer different treatments that merge health traditions from all over the world. For example, The Rescue Lounge offers IV therapy, vitamin injections, and wellness treatments designed to enhance hydration, boost energy, and support recovery in Aspen and Snowmass, whereas RAKxa is all about a fabulous massage. 

Check out ALC’s Complete Guide to Aspen Spas. 

2. Go Fly Fishing 

Experienced anglers typically flock to the valley in the spring. While the area has 

incredible fly fishing year-round, the spring runoff creates a unique and rewarding challenge. The warming Aspen, Colorado weather in May makes for lots of bugs and hungry fish. Locals recommend using weighted flies and capitalizing on the Mother’s Day caddis hatch to land big trout. 

3. Take Scenic Drives Along Independence Pass

Independence Pass runs across the Continental Divide at 12,095 feet elevation. The 32-mile route runs between the town of Aspen and the nearby town of Leadville. 

If you’re new to alpine life, the locals always recommend seeing the pass. In the spring, you’ll be greeted by panoramic views of lush forests under snow-capped mountains. If you keep your eyes peeled you’ll probably spot the cabins, mill, and general store that are left of the Independence Pass ghost town. 

4. Participate in the Ride for the Pass Event 

Exploring Aspen on two wheels is a must in May, and renting an e-bike is the perfect way to take in the stunning mountain scenery without the strain of a traditional ride. With fewer crowds and mild spring temperatures, an e-bike lets you cruise effortlessly through town, along scenic roads, or up to breathtaking overlooks.

For those looking for a challenge, Ride for the Pass—an annual cycling event benefiting the Independence Pass Foundation—welcomes riders of all levels. If you prefer a more relaxed ride, you can participate on an e-bike and enjoy the journey without the pressure of racing. No matter where you choose to explore, an e-bike rental makes it easy to see more of Aspen while soaking in the fresh mountain air.

Ride for the Pass is an annual cycling race that happens every year in Aspen, Colorado in May. All benefits from the event and the barbeque afterward go towards the Independence Pass Foundation. 

5. Hike Around the Roaring Fork Valley

If you ask anyone what to do in Aspen in May, they’ll probably suggest going on a hike. The valley is plentiful with hiking trails for all skill levels. Hiking in Aspen during May offers a peaceful and scenic experience, with trails beginning to open as the snow melts. One of the most accessible options is Smuggler Trail. This popular 14-mile out-and-back trail near Aspen offers a challenging hike with significant elevation gain, taking around 7 hours to complete. Ideal for hiking, mountain biking, and cross-country skiing. For those seeking breathtaking alpine views, the Maroon Bells area provides a variety of hiking options, each showcasing the iconic peaks and pristine wilderness.

However, spring conditions can mean muddy and wet trails, making the right gear essential for a comfortable hike. Aspen Luxury Concierge (ALC) can assist with securing the proper outfitting, from waterproof hiking boots to trekking poles, ensuring you are fully prepared for the terrain. Whether you’re looking for a leisurely walk or a more challenging ascent, ALC can also help arrange guided hikes for a seamless and enjoyable outdoor adventure.

Access Luxury Accommodations Through Aspen Luxury Concierge

Once you know what you want to do on your trip, it’s time to figure out where you want to stay. This is where the Aspen Luxury Concierge team comes in. Our team has connections with all the major 5-star hotels and the owners of all the exclusive vacation rentals.

Let’s say you wanted to spend your May sitting on the terrace of a private villa with a private chef  waiting on your every craving? Your ALC concierge can make it happen! Let’s say you wanted to stay in the middle of downtown, where you can stroll over to the Aspen Art Museum for lunch or a taste of culture. Consider it done! 

May is such a great time to visit Aspen because all the skiers and snowboarders have moved on to snowier mountains. 

Take advantage of Aspen’s quiet season and enjoy exclusive access to the finest accommodations. With fewer visitors in town, you’ll have your choice of top-tier lodging, each offering unparalleled luxury and amenities you never knew you needed. Whether you prefer a private mountainside retreat or a five-star residence in the heart of Aspen, this is the perfect time to indulge in a more relaxed, personalized experience. 

Let Aspen Luxury Concierge (ALC) handle every detail, ensuring your stay is nothing short of exceptional..

ALC Tips to Visit Aspen in May

There’s a saying here in Colorado: Don’t like the weather? Wait 10 minutes! 

While Aspen weather in May is more consistent than other Rocky Mountain cities, it is still important to be prepared for the alpine climate. During the spring, the temperature ranges from 28 degrees in the mornings and evenings to a high of 63 degrees at mid-day. Depending on where you are from, those temperatures can feel icy cold or comfortably moderate. 

It is normal for the Roaring Fork Valley to experience light rainfall, especially in the afternoons. There is consistent, partial cloud cover that gradually lessens as summer prepares to arrive. 

When you pack for Aspen, Colorado in May, be sure to meet the dress code for all your activities:

1. Outdoor activities and casual wear: Lots of layers, likeT-shirts, flannels, fleece jackets, rain coats, and winter coats. For pants, thermal activewear, Western-style jeans, or moisture-wicking hiking pants are a good bet.
2. Nightlife: furs, over-the-knee boots, and 
3. Aspen hats: Are all the rage on the club scene. If you don’t already own Western gear, stop by Kemo Sabe to get this sought-after accessory. 
4. Fine dining: many restaurants have a strict dress code, so be sure to pack something nice to wear. 
5. Think about sun protection: although Aspen has more clouds during the spring, the sun at altitude is a lot more intense. Be sure to bring sunscreen, hats, and sunglasses to protect your skin. 
6. Stay hydrated: drinking water is very important at altitude, so make sure you have a waterpack or a high-quality reusable water bottle. 

The ALC team advises visitors to leave a little room in their suitcases. Aspen has an exceptional shopping scene, and you never know when you may decide that you need a whole new look. 

If you have any questions about how to pack for Aspen or the local weather, give ALC a call. Our concierges are happy to give you tips, so you can arrive with the right gear, ready to enjoy your custom itinerary. 

FAQs

Do You Have More Questions?

If you have more questions about visiting Aspen in May, Aspen Luxury Concierge is here to assist. From personalized itineraries to exclusive access, we ensure a seamless and luxurious experience. Contact ALC today to start planning your perfect Aspen getaway!

Now’s the Time to Secure Your Unforgettable Trip to Aspen in May!

Shoulder season is the perfect time to visit the Roaring Fork Valley because the ski season crowds are gone and the crisp weather makes for comfortable outdoor activities. The ALC team also has all the connections to connect you with the lifestyle and amenities typically enjoyed only by celebrities. 

Contact Aspen Luxury Concierge today to start planning your unforgettable Aspen adventure.