19. Philadelphia, PA
Why you should go: Yes, it’s cold (temps dip down into the 20s), but that just sets the scene for Blue Cross RiverRink Winterfest, a riverfront winter playground complete with a world-class ice skating rink and a chalet-like lodge. It’s open from November through March.
Why it’s a steal: You can fly to Philly for a median airfare of $286 from December through March, and hotels are 11 percent cheaper than in the fall, with an average nightly rate of $220.
Where to stay: Just completed this year, the Cambria Hotel in downtown Center City is a 15-story property that pays homage to its location on the city’s old music strip. There are three restaurants and full-service bars on-site, and the 223 rooms start at $159 in the winter.
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