Town
Where to Stay in Great Barrington
Great Barrington is the largest town in the southern Berkshires and the hub of South County, with a walkable Main Street, Guido's market, the Mahaiwe Performing Arts Center, built in 1905, and more restaurants than most towns its size. Egremont and Sheffield, to the west and south, are quieter and more rural. The stretch of Route 7 from Great Barrington to the Connecticut line has dozens of antique dealers, many in old farmhouses and barns. Bash Bish Falls is in Mount Washington State Forest, about 20 minutes away. Great Barrington is about 2.5 hours from New York City via the Taconic Parkway and Route 23, and about the same from Boston via the Mass Pike, closer to New York than Lenox or North Adams.
Monument Mountain Motel
Great Barrington · Motel
A 17-room motel at 247 Stockbridge Road outside Great Barrington, with an outdoor pool and views of Monument Mountain. Rooms have refrigerators, microwaves and coffee makers. The Housatonic River is a few minutes' walk away, and rates run well below the inns of South County. Tanglewood and the South County theaters are a short drive.
East Rock Inn
Great Barrington · Inn / Motel
A renovated 18-room motel at the base of East Rock Mountain on State Road, a few minutes' drive from downtown Great Barrington and less than a mile from Ski Butternut. Rooms range from studios to a 2-bedroom apartment, and some have full kitchens and fireplaces. Dogs are allowed in designated rooms.
The Little Lion
Great Barrington · Motel
A 16-room motel on Stockbridge Road in Great Barrington, formerly the Briarcliff Motel, renamed in 2024 by the owners of the Red Lion Inn. Rooms are decorated with pieces from the Red Lion's archives, and guests can use the Red Lion's heated pool, hot tub and fitness center 3 miles away in Stockbridge. Continental breakfast is included, there is a fire pit and a guest lounge with a fireplace, and pets are welcome.
Why Stay in Great Barrington
- •Great Barrington's downtown is walkable, with restaurants, shops, Guido's market and the Mahaiwe Performing Arts Center within a few blocks.
- •Monument Mountain, 3 miles north, is a 2.5-mile loop from Route 7 with summit views over the Housatonic Valley.
- •Dozens of antique dealers line Route 7 between Great Barrington and Sheffield, selling furniture, folk art and more.
- •Bash Bish Falls and Alander Mountain in Mount Washington State Forest are 20 to 25 minutes west, with some of South County's steepest hiking.
What Makes This Area Interesting
- •Bash Bish Falls: a waterfall in Mount Washington State Forest; the walk from the lower parking area is about 1.5 miles round trip.
- •Monument Mountain Reservation: 2.5-mile loop hike with quartzite summit views; trailhead on Route 7, three miles north of Great Barrington.
- •Mahaiwe Performing Arts Center: 1905 theater in downtown Great Barrington with film, concerts, and live performance year-round.
- •Bartholomew's Cobble: a Trustees reservation in Sheffield with about 800 plant species and trails along the Housatonic.
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