Distance from NYC: 139 miles; 2.5 hours
For a relatively small resort, Windham Mountain has a lot going on. For an extra 15 bucks, you can reserve a spot in the mountain’s First Tracks program and get early access. If you’re looking to safely practice aerial tricks, a pass for Windham’s Big Air Bag lets you launch onto a huge, inflated cushion. There are other attractions beyond mere skiing, as well. The resort’s Adventure Park features 40ft-high ziplines and an eight-lane snow-tubing course. Rather than stay in one of the myriad local motels or inns, it’s worth the splurge for The Roxbury. With rooms themed around tombs, wizards, and even the inside of a pie (yes, really), the “boutique” lodging manages to turn kitsch into art.