Our Top 5 Aspen Winter Experiences

And where to stay for luxe Aspen getaways

There’s something singularly special about wintertime in Aspen. As soon as the temperatures drop, the snow starts to fall and global travelers settle in, Colorado’s renowned hotspot starts teeming with an incomparable, spectacular feeling. Fold in Aspen’s exceptional restaurants and four world-renowned, skiable mountains, and you’ll find endless possibilities at your fingertips.

Winter getaways during Aspen’s ski season just so happens to be one of our very favorite trips to plan. Our local curators heighten your retreat in Cuvée-style.


Below, our tips for an extraordinary escape to Aspen’s luxury playground.

Après ski

The art of après ski is practiced like a daily ritual here. It’s no wonder the town is on the Top 10 List for après ski in SKI Magazine. Whether you’re popping bottles of champagne at the top of Aspen Mountain’s notorious Cloud Nine, lounging in the Hotel Jerome’s timeless setting, or tasting Aspen Brewing Company’s local ales, you’ll be embracing the après culture in your ski boots well past sundown.


Aspen has a reputation for some of the most distinguished eateries in the Rockies, attracting top chefs and foodies from around the world. With over 100 restaurants in the area, must-visit spots like Matsuhisa, Steak House No. 316, Pine Creek Cookhouse, and Element 47 stand out from the crowd. The local dining scene showcases international flavors and innovation that continue to shape the town’s culinary prestige.


Unwind at The St. Regis’ Remède Spa (named Travel + Leisure’s #1 spa in the world) to experience their oxygen facial, which achieves intense hydration and pure oxygen for your skin. At O2 Yoga Studio & Spa, take a yoga or Pilates class at their newly designed studio before heading into a treatment room to receive an array of facials, custom massages, or medical services with complimentary oxygen provided for all treatments. Relax in the comfort of your own villa with a rejuvenating massage complete with champagne, meditative music, and an expert masseuse.


Skiing in Aspen is the Gold Standard. Unique experiences like First Tracks on Ajax Mountain provide exclusive access to ski untouched powder with a local guide before the mountain opens. Catching a concert at Belly Up is often likened to witnessing acts at Red Rocks. The venue has attracted big name artists like Jimmy Buffet, John Legend, and Weezer in its intimate mountain setting.



Downtown Aspen is lined with rustic lamp posts and charming, historic brick buildings and filled with upscale brands and independent boutiques offering something for every shopper. An Aspen staple, Gorsuch, has been an iconic luxury outfitter since 1966 selling everything from elite ski gear to top-tier home goods. For mountain-chic apparel, visit Pitkin County Dry Goods, or discover eclectic antique furniture at Paris Underground.

Explore our Luxury Aspen Retreats