Yellowstone Club, Montana
Despite its well-publicized bankruptcy and its founder's time in prison (drama!), the Yellowstone Club in Montana remains one of the hottest (or should we say coolest?) ski resorts in the world. A playground for Old Boy wealthies, CEOs, and Justin Timberlake, it provides privacy and luxury to anyone who can afford that initial fee of $300,000. Can you?
[Photo via @yellowstoneclub]
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