Best Hotels with Rooftop Bars & Pools in Aspen (2026)

The only ski-in/ski-out hotel at the base of Aspen Mountain, The Little Nell has no peers in American ski country — a five-star property where the gondola is steps from the lobby door, the wine cellar holds 20,000 bottles, and the Element 47 restaurant is one of Colorado's finest tables. A benchmark for alpine luxury since 1989.

• Aspen Mountain
• Ski-in/Ski-out
• Luxury

★ 9.6 Hotelier's Choice score, 40+ criteria · Many rooms include free cancellation

Aspen's most storied building — a Victorian grand hotel that opened during the silver boom of 1889 and hosted Colorado's most prominent figures through the mining bust and ski revival. The J-Bar is Aspen's true social heart, the Prospect restaurant delivers exceptional mountain cuisine, and the rooms carry 135 years of character that no new build can match.

• Downtown
• Historic
• Luxury

★ 9.4 Hotelier's Choice score, 40+ criteria · Many rooms include free cancellation

Aspen's best mid-luxury option — a locally owned and operated Aspen Skiing Company hotel that channels genuine mountain-town spirit through ski-boot lockers, après-ski cocktail programming, and guided backcountry skiing adventures, all at prices 40% below The Little Nell. The outdoor pool and Limelight Lounge scene draw locals and guests alike.

• Downtown
• Boutique
• Value

★ 9.1 Hotelier's Choice score, 40+ criteria · Many rooms include free cancellation