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Top 10 Hotels in The Berkshires

See all 146 Hotels in The Berkshires
Hotel On North

Hotel On North

297 North Street, Pittsfield
4.0 out of 5.0
Last booking: 20 hours ago

Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. Canoe Meadows Wildlife Sanctuary ...

$159

$159
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield
3.0 out of 5.0
Last booking: 14 hours ago
1 others viewing this property now

Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from Bousquet Ski Area. Colonial Theater and ...

$79

$79
Cranwell Spa and Golf Resort

Cranwell Spa and Golf Resort

55 Lee Road, Lenox
3.5 out of 5.0
Last booking: 12 hours ago

Situated in Lenox, this spa resort is within 2 mi (3 km) of The Mount, Ventfort Hall Mansion and Gilded Age Museum, and Lenox Library. Shakespeare and Company ...

$119

$119
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
4.0 out of 5.0

This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. ...

$136

$136
Garden Gables Inn

Garden Gables Inn

135 Main St, Lenox
4.5 out of 5.0
1 others viewing this property now

Situated in Lenox, this inn is within 1 mi (2 km) of Lenox Library, Ventfort Hall Mansion and Gilded Age Museum, and Shakespeare and Company. Kennedy Park and ...

$175

$175
Wainwright Inn

Wainwright Inn

518 South Main Street, Great Barrington
3.0 out of 5.0

Situated in the city center, this bed & breakfast is close to Mahaiwe Performing Arts Center, Lake Mansfield Park, and W.E.B. Du Bois Boyhood Homesite. Local ...

$129

$129
33 Main

33 Main

33 Main Street, Lenox
4.5 out of 5.0
Last booking: 4 days ago

Situated in the city center, this bed & breakfast is close to Lenox Library, Ventfort Hall Mansion and Gilded Age Museum, and Shakespeare and Company. Also nearby ...

$219

$219
Lakehouse Inn

Lakehouse Inn

615 Laurel St., Lee
4.5 out of 5.0

Situated on the beach, this bed & breakfast is within 2 mi (3 km) of Animagic Museum of Animation, The Mount, and Lee Library. Greenock Country Club and Ventfort ...

$150

$150
The Cornell Inn, Lenox

The Cornell Inn, Lenox

203 Main St, Lenox
3.0 out of 5.0
Last booking: 2 days ago
1 others viewing this property now

Situated in the mountains, this bed & breakfast is within 1 mi (2 km) of Lenox Library, Ventfort Hall Mansion and Gilded Age Museum, and Kennedy Park. Shakespeare ...

$135

$135
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox
3.0 out of 5.0
Last booking: 20 hours ago
11 others viewing this property now

Located in the heart of Lenox, this hotel is 0.5 mi (0.9 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

$80

$80
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