Downtown, Aspen, Colorado
Vail's glitzier neighbor, Aspen strives to maintain its quaint beginnings and charming roots while simultaneously accommodating its chichi clientele. High-end shops like Prada, Gucci, and Louis Vuitton line the streets, gourmet chefs dish up the good stuff, and glamorous crowds pack the slopes during each peak season. And these crowds expect the best -- especially from their hotels. Luxe stays are common in this picturesque town in the Rockies. Here are some of our favorites: The Gant sits on a large piece of land, and has two heated outdoor pools with accompanying Jacuzzis, as well as five tennis courts, so it remains lively in both the winter and summer months.