It’s not just the allure of its reliable snow and uncrowded slopes that draws them. It’s the fact that they can walk with relative freedom around its Wild West-flavoured streets. It sits right at the bottom of Aspen Mountain, known by locals as Ajax and one of four ski mountains at the resort. You also should consider the private Caribou Club, where a week’s membership in high season costs $2,000 for two. Whether or not there is somebody famous sitting at the next table, you’ll enjoy getting stuck into the town’s restaurant scene.