3-Day Aspen Snowmass Winter Getaway: Luxury Shopping, World-Class Skiing & Mountain Spa Retreats

3-day winter itinerary to Aspen Snowmass
by aspensnowmass@itrip.net

Day 1: Aspen Welcome + Downtown Shopping + Cozy Après

Morning: Arrive & Settle In

  • Check into your lodging and take in the snow-covered mountain views.

  • Have a light brunch at Spring Café for something fresh and energizing (locals love their smoothies and egg dishes).

Midday: Aspen’s Best Boutique Shopping

Walk through downtown Aspen’s charming streets where holiday lights and upscale shops create the perfect festive atmosphere.
Unique shopping stops:

  • Kemo Sabe – Iconic Aspen hats + custom leather goods. A perfect place to create your own statement hat.

  • Pitkin County Dry Goods – One of Aspen’s oldest boutiques, known for curated mountain chic fashion.

  • Aspen Emporium & Flying Circus – Local artisans, handmade gifts, quirky finds.

  • Gorsuch – High-end alpine lifestyle store with luxurious sweaters and décor.

Tip: Stop for a hot chocolate at the small-but-fabulous Felix Roasting Co. inside the Hotel Jerome.

Afternoon: Après-Ski Without the Skiing (Yet!)

  • Head to the W Aspen rooftop (Wet Deck) for cocktails, mountain views, and a lively atmosphere.

  • Or enjoy a classic Aspen vibe at the Hotel Jerome J-Bar — historic, cozy, and perfect for people-watching.

Evening: Dinner

  • Book dinner at Ellina, Matsuhisa, or Meat & Cheese depending on the mood.

  • Stroll through town to see the holiday lights — they’re magical in December.

Day 2: Ski Day + Spa Afternoon + Iconic Après Ski

Morning: Skiing on Aspen Mountain

  • Start the day on Ajax (Aspen Mountain).

  • Warm up with a latte and pastry from Jour de Fête before getting on the gondola.

  • Ski until early afternoon — the views over the valley are spectacular.

Afternoon: Spa Time

Choose one of Aspen’s standout spas to unwind after skiing:

  • The Remède Spa (St. Regis Aspen) – Rated one of the best hotel spas in the country; waterfall pools, oxygen lounge, steam caves.

  • Viceroy Snowmass Spa – Scenic, modern, beautiful treatments; great if you're staying in Snowmass.

  • The Spa at The Little Nell – Intimate, luxurious, great for post-ski recovery.

Recommended treatment:
CBD massage or a high-altitude hydration facial — both are perfect for winter and altitude.

Late Afternoon: Iconic Après Ski

  • Head to Ajax Tavern at the base of Aspen Mountain. Order the famous truffle fries and a glass of bubbles.

  • If you want a true Euro après experience: Cloud Nine Alpine Bistro (Aspen Highlands opens December 9), but reservations are essential and lunch can turn into an unforgettable party.

Dinner

  • Try Cache Cache for upscale French-American cuisine.

  • If you prefer something more relaxed and cozy: The Wild Fig.

Day 3: Snowmass Fun + Village Shopping + Relaxed Après

Morning: Ski Snowmass or Try Something New

Options:

  • Ski at Snowmass — offers long, rolling runs and fewer crowds.

  • Snowshoe on the Snowmass trails if you'd like an alternative to skiing.

  • Ice skate at the Snowmass Base Village rink (charming and festive).

Midday: Snowmass Village Shopping

Explore shops unique to Snowmass:

  • Collective Snowmass – Rotating local artisans and pop-ups.

  • Incline Ski & Board Shop – Fun and ski-centric boutique finds.

  • Four Mountain Sports for premium gear + stylish mountain apparel.

Have lunch at Limelight Snowmass or Base Camp Bar & Grill — both great for a casual upscale vibe.

Afternoon: Relaxing Break + Warm Drink Moments

  • Stop by Fuel in the Village
    or

  • Take the gondola up to Elk Camp for panoramic views and a warm spiked cider.

Late Afternoon: Final-Day Après

  • Venga Venga — slopeside margaritas + chips & guac with a lively Latin vibe.

  • Toro at the Viceroy — gorgeous bar, elevated cocktails, and a warm, modern setting.

Dinner & Farewell Evening

Choose a memorable final dinner:

  • Element 47 at The Little Nell (refined and elegant).

  • Home Team BBQ if you want something casual, fun, and delicious.

  • Or return to Snowmass for a cozy dinner at The Artisan.

End the night with a relaxing hot tub soak or a fireside drink — the perfect wrap-up to three quintessential Aspen days.

 

Book your Aspen Snowmass vacation rental with iTrip for the ultimate Colorado ski vacation, luxury mountain shopping, and world-class aprés-ski experience.

Categories: 
Winter