Nestled in the heart of the Colorado Rockies, Aspen is a destination that delivers the ultimate winter escape for busy professionals and adventure seekers alike. With its world-class ski slopes, luxurious resorts, and rejuvenating spas, a weekend in Aspen offers a perfect balance between adrenaline-packed adventure and indulgent relaxation. This three-day itinerary will guide you through the best Aspen has to offer—whether you're carving fresh powder or unwinding with a hot stone massage, your time will be maximized for both thrill and tranquility.
Day 1: Arrival and Après-Ski Adventure
Morning: Arrival at Your Luxury Resort
Fly into Aspen/Pitkin County Airport, just a 10-minute drive from downtown Aspen. Check-in at The Little Nell, one of Aspen’s most iconic 5-star hotels. This ski-in/ski-out resort offers luxury accommodations and breathtaking views of Aspen Mountain. Alternatively, stay at The St. Regis Aspen Resort, where a cozy, chalet-style vibe meets unparalleled service.
Afternoon: First Ski Run of the Day
Once settled, hit the slopes with an Aspen Snowmass Lift Ticket. Whether you’re an experienced skier or a novice, Aspen Mountain (Ajax) offers runs for every skill level. The mountain is known for its steep terrain and unmatched views, making it a great introduction to your Aspen adventure.
Evening: Après-Ski at Cloud Nine Alpine Bistro
After an exhilarating day on the slopes, unwind at Cloud Nine Alpine Bistro, Aspen’s most famous après-ski spot. Sip on champagne while enjoying fondue or fresh seafood, and soak in the unbeatable alpine atmosphere as the sun sets behind the mountains.
Pro Tip: Book your ski passes and dining reservations in advance to avoid the hassle of last-minute planning.
Day 2: Skiing and Spa Indulgence
Morning: Hit the Slopes at Aspen Highlands
Fuel up with breakfast at Element 47 in The Little Nell, and head over to Aspen Highlands. Known for its challenging runs and breathtaking Highland Bowl, this ski area is less crowded, offering an exclusive experience. If you're up for a challenge, the hike to the summit of Highland Bowl rewards you with some of the most thrilling runs in the Rockies.
Afternoon: Spa Bliss at Remède Spa
After a few hours of adrenaline, retreat to the Remède Spa at The St. Regis Aspen. Renowned for its luxurious treatments, the spa offers everything from deep-tissue massages to oxygen facials, perfect for rejuvenating tired muscles. For the ultimate relaxation, immerse yourself in their tranquil hot tubs or eucalyptus steam rooms.
Pro Tip: Ask about the spa’s signature CBD treatments, designed to soothe muscles and joints after a long day on the slopes.
Evening: Fine Dining at Matsuhisa Aspen
Indulge in a fusion of Japanese and Peruvian cuisine at Matsuhisa Aspen, the upscale restaurant of celebrity chef Nobu Matsuhisa. Known for its fresh sushi and inventive dishes like black cod with miso, this spot is a must-visit for any foodie. Pair your meal with a sake flight to elevate the experience.
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Day 3: Exploring Aspen’s Winter Wonderland
Morning: Snowshoeing or Cross-Country Skiing at Ashcroft
For your final day, trade the slopes for a serene snowshoeing or cross-country skiing excursion at Ashcroft Ghost Town, just outside of Aspen. Surrounded by towering peaks, this experience offers a more peaceful connection with Aspen's natural beauty. Choose from beginner or advanced trails that lead you through stunning alpine meadows and historic sites.
Afternoon: Late Lunch and Stroll through Downtown Aspen
After your outdoor adventure, return to downtown Aspen for a laid-back lunch at White House Tavern, a local favorite for casual, yet gourmet bites. Spend the afternoon strolling through Aspen’s chic boutiques and galleries, from Aspen Art Gallery to high-end fashion stops like Gucci and Prada.
Evening: Depart or Stay for One More Night of Luxury
Before heading home, enjoy a final indulgence with a nightcap at The Wine Bar at The Little Nell. Whether you're flying out that evening or staying for one more night, this intimate bar offers an extensive wine selection and panoramic views of Aspen Mountain, providing the perfect ending to a luxurious weekend getaway.
Dining Highlights in Aspen
- Element 47 (American Fine Dining)
- Matsuhisa Aspen (Japanese-Peruvian Fusion)
- White House Tavern (Casual Gourmet)
- Cloud Nine Alpine Bistro (Alpine Après-Ski)
Aspen can get quite busy during peak ski season. We recommend visiting in early December or late January to avoid the crowds while still enjoying prime skiing conditions.For more three-day itineraries like this one, follow us on Instagram @SeventyTwoHourAdventures and share your Aspen moments with #72HourAdventures for a chance to be featured on our page.
