Town

    Where to Stay in Hillsdale, NY

    Hillsdale is a rural town in eastern Columbia County, on the Massachusetts line where Route 22 meets Route 23. Catamount Mountain, a ski area that straddles the state line, is a few miles east, and Great Barrington is about 20 minutes east. Hudson is about half an hour west, and New York City about 2.5 hours south via the Taconic State Parkway. Little Cat Lodge sits on 7 acres at the foot of Catamount. It operated as the Swiss Hutte Inn from 1962 to 2021, and New York restaurateurs Matt Kliegman and Noah Bernamoff, of Black Seed Bagels and The Smile, reopened it in 2022 after a year of renovations. It has 14 rooms in an alpine-style building, Edwards Tavern, a seasonal pool, saunas and hiking trails.

    Why Stay in Hillsdale

    • •Little Cat Lodge is at the foot of Catamount Mountain, close to the ski area's base.
    • •Edwards Tavern, the lodge's restaurant and bar, has a 70-seat dining room and a 45-seat bar.
    • •Great Barrington, Hudson and the trails of Taconic State Park are all within about half an hour.

    What Makes This Area Interesting

    • •Catamount Mountain: a ski area a few miles east that straddles the New York–Massachusetts line.
    • •Bash Bish Falls: often described as the highest waterfall in Massachusetts, about three-quarters of a mile on an old road from the Taconic State Park lot in Copake Falls, 4 miles south of Hillsdale.
    • •Great Barrington, MA: about 20 minutes east on Route 23, with restaurants, shops and the Mahaiwe Performing Arts Center.
    • •Hudson: about 30 minutes west on Route 23, with Warren Street's restaurants and antiques shops and an Amtrak station.

    Frequently Asked

    A few miles. Little Cat Lodge is at the foot of the mountain, and the ski area's base is on Route 23 at the state line. Catamount is a small mountain, with about 1,000 feet of vertical drop.

    A waterfall in Bash Bish Falls State Park, just over the Massachusetts line, often described as the state's highest. From the lower parking area in the Copake Falls section of Taconic State Park, about 4 miles south of Hillsdale, an old road leads about three-quarters of a mile to the falls.

    About 2.5 hours, mostly on the Taconic State Parkway. Hudson is about 30 minutes west and Great Barrington about 20 minutes east.