Holiday Guide for Aspen

Carrie Wells

Situated in the heart of the majestic Rocky Mountains, Aspen emerges as a winter wonderland during the holiday season, enchanting visitors with its snow-draped landscapes, world-class skiing, and a festive atmosphere that sparkles as brightly as the starlit mountain nights. 
Aspen's allure extends beyond its renowned slopes, captivating those who seek a magical holiday escape. Immerse yourself in the spirit of the season as you stroll through charming streets adorned with twinkling lights, experience exhilarating outdoor adventures, and indulge in the warmth of cozy mountain lodges. Discover why Aspen beckons as the quintessential destination for a holiday retreat, where the crisp mountain air promises unforgettable festive moments.

Best places to stay during winter in Aspen

As the holiday season approaches, Aspen transforms into a snow-kissed paradise, offering a blend of winter wonder and festive charm. Whether you're an avid skier, a lover of après-ski indulgence, or someone seeking a tranquil mountain escape, Aspen has the perfect accommodations to make your holiday unforgettable.
The Little Nell
Embodying understated luxury, The Little Nell is an iconic retreat in the heart of Aspen. Its privileged location at the base of Aspen Mountain ensures easy access to the town's renowned slopes. During the holidays, The Little Nell transforms into a magical escape, with each room adorned in festive décor, creating a warm and inviting ambiance. The Little Nell combines luxury with the season's spirit, offering an unparalleled holiday experience.
The St. Regis Aspen Resort 
For those seeking an exquisite blend of sophistication and mountain majesty, The St. Regis Aspen Resort stands as a beacon of refinement. Nestled at the base of Aspen Mountain, this luxury resort boasts elegant rooms and suites adorned with tasteful holiday decorations. During your stay, savor culinary delights at Chefs Club, rejuvenate in the Remède Spa, and experience the cherished St. Regis rituals like the nightly champagne sabering. The St. Regis Aspen Resort provides a holiday retreat where the allure of the Rockies meets the epitome of luxury, creating an enchanting atmosphere for your festive celebrations.
Hotel Jerome
Immerse yourself in the timeless charm of Aspen's history with a stay at Hotel Jerome. This historic landmark, elegantly blending old-world character with modern comforts, offers a unique holiday experience. The halls are decked with festive trimmings, and each room exudes a cozy ambiance perfect for the season. Hotel Jerome's J-Bar, a local favorite, provides an upbeat setting for holiday gatherings. With its central location in downtown Aspen, Hotel Jerome offers the perfect base for exploring the town's vibrant holiday festivities while providing a welcoming retreat with a touch of Aspen's storied past.

Best holiday restaurants in Aspen

From cozy cafes to upscale dining establishments, Aspen offers diverse gastronomic experiences that elevate holiday celebrations. Here are two of the best options.
Element 47 at The Little Nell
Amidst the enchanting ambiance of The Little Nell, Element 47 stands as Aspen's premier fine-dining destination. The restaurant's name pays homage to silver, the 47th element on the periodic table, reflecting the town's mining history. During the holiday season, Element 47 undergoes a magical transformation, with festive décor and a menu crafted to delight the senses. The extensive wine list complements the culinary offerings, ensuring a harmonious dining experience. Whether indulging in a festive holiday dinner or enjoying a cozy brunch, Element 47 promises an unforgettable journey for your taste buds.
Ajax Tavern
Nestled at the base of Aspen Mountain, Ajax Tavern embodies the spirit of alpine elegance with a touch of casual sophistication. A favorite among locals and visitors alike, this restaurant offers a cozy atmosphere and panoramic views of the surrounding mountains. During the holiday season, Ajax Tavern becomes a festive retreat adorned with seasonal decorations and a special holiday menu.
Known for its exceptional après-ski offerings, Ajax Tavern is the perfect place to unwind after a day on the slopes. Indulge in hearty dishes like the truffle fries or the famous Ajax double cheeseburger, paired with a selection from the extensive wine and cocktail list. Ajax Tavern captures the essence of Aspen's relaxed yet refined dining culture, making it an excellent choice for a laid-back yet memorable holiday meal.
Casa Tua
Casa Tua is a renowned Italian-inspired dining and hospitality destination. Located in the heart of the Rocky Mountains, Casa Tua offers an intimate and stylish atmosphere where guests can enjoy an exquisite blend of authentic Italian cuisine and warm, welcoming hospitality. The restaurant is known for its meticulously crafted dishes, featuring fresh and high-quality ingredients, as well as an extensive wine list. 
Beyond its culinary delights, Casa Tua in Aspen also boasts a luxurious boutique hotel, providing guests with a complete and indulgent experience in the midst of Aspen's stunning natural surroundings.

Another Aspen culinary gem is Matsuhisa, showcasing the innovative fusion of Japanese and Peruvian flavors pioneered by renowned chef Nobu Matsuhisa. The restaurant offers a sophisticated dining experience where guests can savor a unique blend of sushi and seafood dishes, characterized by expert craftsmanship and exceptional quality. 
The stylish and contemporary ambiance of Matsuhisa Aspen complements its world-class cuisine, making it a sought-after destination for those seeking a memorable dining experience. With its upscale setting and a menu curated by a culinary legend, Matsuhisa has firmly established itself as a distinguished culinary destination in the heart of Aspen.
Catch Steak
Catch Steak in Aspen is a prime culinary destination, bringing a modern and upscale twist to the classic steakhouse experience. Catch Steak offers a sophisticated atmosphere where patrons can relish expertly prepared steaks, fresh seafood, and inventive sides. The restaurant seamlessly blends a contemporary design with rustic charm, creating an inviting space for guests to indulge in top-quality cuts of meat and an array of delectable dishes. 
With a focus on high-quality ingredients and culinary innovation, Catch Steak in Aspen has become a celebrated dining establishment, appealing to those seeking a luxurious and flavorful dining experience in the heart of the Rockies.

Where to shop for holiday gifts in Aspen

Aspen's holiday shopping scene is a delightful fusion of luxury, local craftsmanship, mountain-inspired chic, and whimsy. Whether you're exploring high-end boutiques, supporting local artisans, or seeking mountain-chic treasures, Aspen provides a diverse range of shopping experiences that add to the magic of the holiday season.
Performance Ski
Shopping at Performance Ski in Aspen is a premier experience for winter sports enthusiasts. This iconic retail destination caters to discerning customers seeking high-performance ski gear and fashionable winter apparel. Located in the heart of Aspen, Performance Ski offers a curated selection of top-tier brands, ensuring that visitors can find the latest in ski equipment, outerwear, and accessories. 
The knowledgeable and attentive staff at Performance Ski provides personalized assistance, ensuring customers receive expert guidance in selecting the perfect gear for their skiing adventures. With a commitment to quality and style, Performance Ski stands out as a go-to destination for those looking to elevate their skiing experience with the finest gear in the picturesque surroundings of Aspen.
Kemo Sabe
Kemo Sabe in Aspen is a unique and iconic shopping experience that captures the essence of Western chic. Renowned for its authentic cowboy and cowgirl fashion, Kemo Sabe is a Western lifestyle boutique located in the heart of Aspen. Visitors can explore a carefully curated collection of handcrafted cowboy boots, distinctive hats, and stylish Western apparel, reflecting a blend of tradition and contemporary flair. 
The store exudes a warm and welcoming atmosphere, and its knowledgeable staff provides personalized assistance to help customers find the perfect pieces that embody the spirit of the American West. With its rich selection of artisanal goods and a commitment to quality craftsmanship, Kemo Sabe offers a memorable shopping experience for those looking to embrace Western style in the heart of Aspen.

Main events in Aspen during the holidays

Aspen's holiday season is elevated by two standout events — Aspen's 12 Days of Christmas and WinterSköl. These festive celebrations showcase the town's vibrant community, creative energy, and love for winter traditions.
Aspen's 12 Days of Christmas
Aspen's 12 Days of Christmas is an enchanting event that spreads holiday cheer throughout the town. This festive celebration starts in early December and extends through the holiday season, captivating the community with many activities and events. Each day unveils a new and exciting activity, from tree lighting ceremonies to live music performances and winter sports demonstrations. 
Visitors can explore the town adorned with twinkling lights, participate in holiday-themed workshops, and enjoy special discounts and promotions from participating businesses. The highlight of the event is the grand Christmas Eve celebration, featuring a visit from Santa Claus, carolers singing festive tunes, and a dazzling fireworks display that lights up the snowy night sky. 
WinterSköl, Aspen's premier winter carnival, is a spectacular event that adds a touch of magic to the holiday season. Held annually in January, WinterSköl extends the festive spirit well into the new year. This lively celebration showcases Aspen's unique blend of winter sports, vibrant arts, and community camaraderie.
The festival starts with the iconic Wintersculpt, a snow sculpture competition that transforms Wagner Park into an outdoor gallery of intricate and imaginative sculptures. Visitors can witness teams of sculptors wielding their tools to craft breathtaking creations from massive blocks of snow. The festival continues with various events, including the Canine Fashion Show, where locals and their furry friends don creative costumes and parade through the town.
One of the highlights of WinterSköl is the Soupsköl, a delightful soup cook-off featuring Aspen's top restaurants competing for the title of Best Soup. Attendees can sample an array of delicious soups while enjoying live music and entertainment. The festival concludes with the much-anticipated Fat Cycle Challenge. In this unique race, participants navigate a snowy course on fat-tire bikes, adding an element of winter sports excitement to the festivities.

Experience the holidays as an Aspen local

For those captivated by Aspen's enchanting holiday allure and considering making this winter wonderland their home, Carrie Wells is your dedicated guide to Aspen's real estate landscape. With an intricate understanding of the local market and a commitment to personalized service, Carrie ensures that your dream property aligns seamlessly with the Aspen lifestyle. 
Connect with Carrie Wells today to turn your aspirations of owning a piece of Aspen's charm into a reality.


We offer the highest level of expertise and service with integrity. Carrie Wells is the leading real estate agent in Aspen and has helped hundreds of buyers find their dream home in Aspen and the surrounding areas, including Snowmass Village, Woody Creek, & Old Snowmass.