If You’re An Art Collector

Paepcke Suite
at The Little Nell Hotel 

This 2,500-square-foot, one-bedroom masterpiece, named after modern-day town father Walter Paepcke, is a showcase for artwork, including plein-air paintings by John Riepenhoff and Mark Albrecht bar stools. There’s also a private balcony that looks out to Aspen Mountain, two fireplaces, and heated marble floors. Winter rates start at $8,000/night

If You’re Constantly Creating New Spotify Playlists

Extreme Wow Suite
at W Aspen

The vibrant, two-bedroom accommodation features a DJ booth outfitted with a mini LP vinyl player. Choose from the curated selection of albums, then take a seat around the fire pit or in the hot tub, which opens to the living area. Starting at $2,199/night

If You’re An Interior Designer at Heart

Presidential Suite 
at the St. Regis Aspen Resort

The earth-toned palette and combination of materials (leather, wood, metallics) in this one-bedroom, two-bath aerie simultaneously offer old-school chic ( 19th-century mountain manor, specifically) and modern comfort. The baby grand piano, marble fireplace, and deep-soaking bathtub only add to the allure. Winter rates start at $3,000/night

If You’re Seeking Privacy

Residences at the Mill Penthouse A 
at Hotel Jerome

One of the newest additions to the hotel’s portfolio is this three-bedroom suite with a private elevator entrance. That special key also buys you access to 3,000 square feet of indoor-outdoor living. Translation: a rooftop hot tub, outdoor fire pit and fireplace, and patio views toward Independence Pass and Red and Aspen mountains. Winter rates start at $3,500/night

If You’re Hoping to host a holiday dinner party

Lumin 3 
at Lumin Residences

Floor-to-ceiling windows at this three-residence boutique property that opened last winter overlook Snowmass Base Village and set the scene for a perfect night in. A full-size kitchen (European Gaggenau appliances and a Sub-Zero wine fridge included), industrial-style dining table, and open living room provide ample space for entertaining. Four bedrooms (with three king beds), four bathrooms, complimentary underground parking for one car, and access to concierge services round out the offerings. Winter rates start at $2,699/night

If You’re traveling with family (including your dog)

Three-Bedroom Penthouse 
at Viceroy Snowmass

This 2,169-square-foot salute to modern mountain comfort, remodeled last spring, accommodates up to eight guests. Three bedrooms, an open-plan kitchen and living area, three bathrooms, and two balconies mean the crew can spread out, but the two fireplaces are likely to gather everyone together again. Starting at $8,000/night

If You’re an Olympian-in-training 

Two-Bedroom Residence
at One Snowmass

At this brand-new addition to Base Village, your midcentury modern, two-bedroom condo doesn’t just come with mountain views, a private balcony, and gourmet kitchen. You’ll also have access to the 2,500-square-foot fitness center (yes, there are Peloton bikes) and a yoga studio. Between skiing and cross-training, you’ll be thankful for the rooftop infinity-edge hot tub. Winter rates start at $1,299/night

Stay a While

There are rental homes, and then there are rental homes. Opt for one of these palatial digs.

314 E Hyman Ave

Come for the oversize, mountain-adjacent rooftop patio, stay for the arcade. That’s right: This jaw-dropping, 8,771-square-foot, two-story property in the heart of downtown Aspen has a variety of straight-from-the-arcade games plus a golf simulator, massage treatment room, outdoor hot tub, and media room. With five bedrooms and eight full bathrooms (plus one half-bath), there’s plenty of space for the whole extended family, but it’s easy to escape for some “me time” when you need it. $15,000/night, masonmorse.com

Aspen Independence Estate

Create your own field of dreams at Kevin Costner’s getaway on the Roaring Fork River about 6 miles southeast of town. (Yes, there’s actually a baseball field on this 160-acre ranch.) Of the three accommodations on the concierge-included property, the main residence sleeps 16, the lake house sleeps 12, and the river house sleeps 8. Pass the time on the sledding and tubing hill, cross-country ski on one of the property’s own groomed trails, or soak in one of three hot tubs. $30,000/night

Aspen Mountain Chalet

Ski-in, ski-out takes on new meaning when you awake on top of Aspen Mountain. Located on the resort’s backside, this four-bedroom stone and wood cabin (a guesthouse holds two additional bedrooms) is outfitted with everything you need for a winter vacation: boot warmers, an outdoor hot tub facing Highland Bowl, a gym, two snowmobiles, and plenty of windows to let in the snowy view. An on-site property manager will ensure everything’s A-OK. $10,000/night

Four Peaks Ranch

Tyler Perry and Sean “Diddy” Combs both recently vacationed at this 18,000-square-foot, seven-bedroom behemoth in Old Snowmass, which boasts two outdoor fireplaces, a home theater with a stage, a therapy room stocked with flavored oxygen tanks (plus massage table and microdermabrasion machine), and a heated indoor/outdoor pool (the partial, planetarium-style roof depicts a star-studded sky). The ranch’s 876 acres include 15 miles of private, groomed trails for snowmobiling, cross-country skiing, and snowshoeing, plus a stone labyrinth for when you need a dose of mindfulness.  $25,000/night

Red-Carpet Treatment

Enjoy the good life with these top-shelf amenities at area hotels. 

Your pooch is the star at The Little Nell, where she’ll be pampered with goodies from the pet menu (ground Wagyu, perhaps?), regular walks by Nell staffers, and a Puppy Jet Lag Kit—a bed, bowl, and treats—upon arrival. (Tip: Ask the staff for pet-friendly trail recommendations.)

Don’t miss out on a couple of final ski runs or an extra hour of shopping because you have to pack. White-glove service, available for guests staying in suites at the St. Regis Aspen Resort, means your personal butler will unpack and repack your luggage. (They will also run other errands that distract from vacation time.) Simply request a room that comes with a butler when booking.  

This winter, in celebration of the Viceroy Snowmass’s 10th anniversary, the resort hosts 10 Surprise and Delight rooms. Rooms—and dates—will be chosen at random, and the lucky occupants will open their doors to find they’ve been gifted something special, like complimentary ski-in, ski-out spa treatments or coffee and pastries delivered from Café V.