1. Catamount, Hillsdale, NY
3 hours away
Set in the postcard-perfect Berkshires, this family-friendly resort might look like a bunny hill compared with its expansive New England neighbors, but in terms of value, it can't be beat. Perfect for skiers who would describe themselves as "works-in-progress," Catamount features 33 trails (11 of them easy), a terrain park full of jibs and jumps well suited for intermediate boarders and the Berkshires' longest run, totaling solid two-and-a-half miles. (Fun fact: The resort straddles the New York–Massachusetts state line, making it possible to ski through both states on one slope.) With 15 trails plus the terrain park open until 10pm on weekends, it's possible to keep working on your parallel turns long after your pals have fled the mountain for an après-ski buzz.
Getting there:
Since there are no direct buses to Hillsdale, your best bet is hopping on a Peter Pan bus (888-751-8800, peterpanbus.com) out of Port Authority to Great Barrington, Massachusetts, and taking a roughly 20-minute cab ride to Hillsdale.
Where to stay:
Save: Each of the 15 clean and quaint rooms at the no-frills Holiday House Motel (2871 Rte 23, Hillsdale, NY; 518-325-3030, holidayhousemotel.com) features a microwave, refrigerator and individually controlled thermostats, and the price is hard to match.
Splurge: The resort's lodging includes four rooms to choose from that boast a beautiful view of Catamount's mountain and just a three-minute walk from the Catamount Base Lodge. (413-528-1262; fareharbor.com)