The Winner Takes all: Aspen’s Best

Photo: Courtesy of St. Regis Aspen Resport

Aspen isn’t just a ski town, it’s the pinnacle of American winter glamour. Powder-soft slopes, champagne-drenched après-ski, and a social scene that effortlessly blends timeless luxury with a modern edge. From historic landmarks to contemporary design-forward retreats, Aspen’s hotels define how effortless luxury feels in the Rockies: polished, playful, and deeply attuned to the rhythms of the season.

In this guide, we explore the six properties that set Aspen apart—destinations where heritage, design, service, and mountain culture converge to offer an elevated experience for travelers who demand both style and substance.

Photo: Courtesy of The Little Nell

The Little Nell

The Little Nell is Aspen’s only five-star and five-diamond property, and its reputation for refined ski-in/ski-out luxury is unmatched. Since its opening in 1988, the hotel has become an emblem of alpine elegance, blending contemporary design with mountain warmth. Each guestroom and suite offers panoramic views of Aspen Mountain, curated artwork, and meticulously tailored amenities that speak to the property’s dedication to personalized service.

Beyond its interiors, The Little Nell’s location is legendary. Guests step directly onto the slopes in winter, or enjoy scenic trails in summer, while après-ski culture thrives in its acclaimed dining venues, including Ajax Tavern. The property’s culinary program emphasizes locally sourced ingredients, reflecting Colorado’s heritage with a sophisticated twist. High-profile visitors and longtime locals alike gravitate toward The Little Nell for its ability to combine discretion, impeccable service, and the type of cultural touchstones that make Aspen a world-class destination.

Photo: Courtesy of St. Regis Aspen Resort

St. Regis Aspen Resort

The St. Regis Aspen Resort merges heritage-driven elegance with contemporary alpine design. Since opening in 1987, the property has been synonymous with the refined ski lifestyle, offering unparalleled access to Aspen Mountain alongside the bespoke service the brand is known for. Interiors reflect the natural beauty of the Rockies, with polished wood, warm textiles, and expansive windows framing dramatic mountain vistas.

Signature elements like the Remède Spa provide holistic rejuvenation, while the resort’s dining destinations highlight Colorado ingredients and global techniques. The resort delights with playful touches: in winter, guests can witness the daily 4:45 p.m. sabering ritual, and the resident dog roams the lobby and terraces, adding a warm, approachable charm. With its combination of thoughtfully designed rooms, dramatic alpine vistas, and whimsical experiences, the St. Regis Aspen embodies Aspen’s unique mix of sophistication and spirited luxury.

Photo: Courtesy of The Gant

The Gant

The Gant offers a residential approach to mountain luxury, ideal for travelers seeking space, flexibility, and refined comfort. Its collection of condominiums ranges from one- to five-bedroom residences, complete with full kitchens, private decks, and cozy fireplaces, all designed with polished alpine aesthetics in mind.

Set just steps from the slopes and within easy reach of downtown Aspen, The Gant combines convenience with understated elegance. Amenities such as heated pools, fitness facilities, and ski valet service ensure that each stay is tailored to both adventure and relaxation. The property’s design embraces the natural surroundings, using earthy tones and materials that connect guests to the landscape. With a focus on personalized experiences and sophisticated, home-like luxury, The Gant offers an authentic Aspen escape without sacrificing service or style.

Photo: Courtesy of Hotel Jerome

Hotel Jerome, An Auberge Resort

Hotel Jerome is Aspen’s historic jewel, a property steeped in Western heritage yet reimagined for modern luxury. Established in 1889 and revitalized by Auberge Resorts, the hotel blends original Victorian architecture with contemporary design elements, creating a space that is both culturally rich and visually striking.

Guests can explore interiors adorned with curated art, plush textiles, and thoughtful nods to the town’s mining and ranching history. Dining and mixology programs emphasize locally sourced ingredients, while seasonal programming—from live music to mountain excursions—celebrates the community and landscape. The Hotel Jerome’s unique ability to balance legacy with innovation makes it a destination where Aspen’s culture, design, and refined hospitality converge in an effortlessly playful experience.

Photo: Courtesy of W Aspen

W Aspen

W Aspen brings a contemporary, energetic edge to the city’s luxury landscape. With vibrant interiors, rooftop pools, and dramatic mountain views, the property caters to travelers who value both design and social energy. Guestrooms and suites feature sleek, modern furnishings and technology-forward amenities, creating a polished, playful atmosphere that contrasts with the surrounding alpine serenity.

The W’s nightlife and dining scene—highlighted by fire-lit lounges and locally inspired menus—embody Aspen’s chic, cosmopolitan spirit. Seasonal programming and cultural collaborations keep the experience fresh, while personalized concierge services ensure every visit is tailored. W Aspen’s unique combination of bold design, high-energy social spaces, and proximity to slopes makes it a destination for those seeking mountain luxury with a distinctly modern personality.