#2 Aspen, CO
Sure, the most glamorous ski spot in the world draws in celebs, gold diggers, and sugar daddies alike with its exorbitant prices, decadent restaurants (like Nobu-run Matsuhisa), and brand new contemporary art museum. But it also hosts the Winter X Games and Bud Light Spring Jam, and is famous for its black-diamond terrain. Obviously that stuff attracts hardcore skiers with all types of bank account balances.
More importantly, the city boasts more than 100 bars, restaurants and clubs, from the opulent, velvet-roped lounges to divey local faves. When you’re not hitting those famous double blacks, check out J-Bar at the Hotel Jerome, which was voted “Sexiest ski lodge in North America” by Playboy.
The Regal is our go-to club for that LA or Vegas bottle service experience, whereas Belly Up is the spot for live music and a lower-brow feel. Eric’s bar has fifty scotches to choose from, while Jimmy’s features eighty top shelf tequilas. Have fun and bring your Amex!