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location The Berkshires is highly rated for Hiking and Skiing by 528 people

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Top 10 Hotels in The Berkshires

See all 131 Hotels in The Berkshires
Cranwell Spa and Golf Resort

Cranwell Spa and Golf Resort

55 Lee Road, Lenox
4.0 out of 5.0
Last booking: 2 days ago
3 others viewing this property now
4.1 out of 5 (97 reviews)

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 ...

$129

$129
Hotel On North

Hotel On North

297 North Street, Pittsfield
4.0 out of 5.0
Last booking: 2 days ago
3 others viewing this property now
4.8 out of 5 (121 reviews)

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
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox
3.0 out of 5.0
Last booking: 6 hours ago
5 others viewing this property now
3.8 out of 5 (478 reviews)

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
Chambery Inn

Chambery Inn

199 Main St, Lee
3.5 out of 5.0
Last booking: 23 hours ago
2 others viewing this property now
4.7 out of 5 (136 reviews)

Situated in the mountains, this bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. Greenock Country Club and Lee Prime ...

$95

$95
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
4.0 out of 5.0
Last booking: 3 days ago
4.3 out of 5 (154 reviews)

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

$154

$154
Holiday Inn Club Vacations Oak n' Spruce Resort

Holiday Inn Club Vacations Oak n' Spruce Resort

190 Meadow Street, Lee
4.0 out of 5.0
Last booking: 9 hours ago
4 others viewing this property now

Located in South Lee, this aparthotel is within 3 mi (5 km) of Berkshire Theatre Festival, Mission House, and Greenock Country Club. Naumkeag and National Shrine ...

$199

$199
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: 9 hours ago
4 others viewing this property now
4.1 out of 5 (422 reviews)

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 ...

$80

$80
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock
3.5 out of 5.0
Last booking: 2 hours ago
5 others viewing this property now
4.2 out of 5 (770 reviews)

Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New ...

$135

$135
Garden Gables Inn

Garden Gables Inn

135 Main St, Lenox
4.5 out of 5.0
5.0 out of 5 (3 reviews)

Situated in Lenox, this inn is within a 15-minute walk of Lenox Library and Ventfort Hall Mansion and Gilded Age Museum. Shakespeare and Company and Frelinghuysen ...

$149

$149
Super 8 Lee/Berkshires/Outlet Area

Super 8 Lee/Berkshires/Outlet Area

170 Housatonic Street, Lee
2.5 out of 5.0
Last booking: 1 day ago
5 others viewing this property now
3.6 out of 5 (270 reviews)

Situated in Lee, this motel is within a 15-minute walk of Lee Prime Outlets, Lee Library, and Animagic Museum of Animation. Greenock Country Club is 0.9 mi (1.4 ...

$63

$63
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