Home of the Winter X Games and foxy silver medalist Gretchen Bleiler, Aspen also has a rep as being prohibitively posh and pretentious. But look past the moneyed cougars dripping in silver fox and see the cool mountain town behind them. From the dude at the Post Office to nice girls like Gretchen to Hunter S. Thompson who almost became sheriff 'round these parts, the Aspen area has a lot to offer and their parks and pipes win awards every year. If you have your own Gulfstream, that's cool too.

Snow Bunnies Decent Nightlife Park and/or Pipe