Jack Affleck, Vail Resorts
With 5,289 acres of total skiable terrain, Vail is one of the largest single-mountain ski resorts IN THE WORLD, and rocks three distinct areas -- the Front Side, Back Bowls, and Blue Sky Basin -- ensuring everyone's got a spot, and they can all play nice. Despite its luxe, pampered rep, Vail's overall attitude is far from snobby. The Bavarian-style village -- with its pedestrian-friendly heated streets (sorry, did we say something about pampered?), free in-town buses, and easy access to the mountain -- makes it feel like the entire town is ski-in/ ski-out.