Nestled in a wooded valley and surrounded by Park City’s scenic Wasatch Mountains, Montage Deer Valley offers an alpine escape in a secluded, relaxing setting.

At the Sonnenalp, classic alpine style meets quick access to the best of Vail Village. Guests who stay in the cozy Bavarian-themed lodging enjoy full access to the Sonnenalp's amenities, including award-winning restaurants and a sprawling spa.

Situated on the May River in the Lowcountry of South Carolina, the Montage Palmetto Bluff exudes Southern charm in every way. From relaxing bike rides around the extensive nature preserve to sipping sweet tea on the porch, your stress will melt away the moment you check in.

The whitewashed, modernist buildings of Viceroy Los Cabos rise from the Sea of Cortez like cubes stacked on a mirror. Seawater circulates among each structure, linking four infinity-edge pools while flowing under elevated walkways that connect every guest room.

Winner chooses a luxury 7-night vacation in a multi-million dollar Inspirato home. Choose from 2-, 3-, and 4-bedroom villas in Los Cabos (Auberge), The Hamptons, Newport Coast, Punta de Mita, Scottsdale, Riviera Maya (Banyan Tree Mayakoba), Tuscany, Costa Rica, Grand Caymen or London (an apartment at The Como).

Who says you have to travel far for a weekend getaway? The Langham in the heart of Chicago is a prime spot overlooking the Chicago River and within easy walking distance to the Loop, Magnificent Mile, and Millennium Park.

Nestled in California’s beautiful wine country scenery, The Lodge at Sonoma is an intimate slice of paradise with access to the vibrancy of Sonoma Plaza—explore wine tasting, specialty shops, and sightseeing.

With its prime location in Lower Manhattan, Inspirato SoHo at The Dominick is the perfect gateway to everything New York City has to offer.

Recently renovated to maintain its Southwestern heritage, Bishop’s Lodge is nestled on 317 acres of Sante Fe National Forest. The retreat promotes the exploration of its surroundings through nature-driven adventures, visual and ancient healing arts, culinary journeys, and celebrations.

Majestically seated on a bluff overlooking the California coast, Montage Laguna Beach is the pinnacle of seaside sophistication.