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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 145 Hotels in The Berkshires
Hotel On North

Hotel On North

297 North Street, Pittsfield
3.5 out of 5.0
Last booking: 59 minutes ago
1 others viewing this property now

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
Cranwell Spa and Golf Resort

Cranwell Spa and Golf Resort

55 Lee Road, Lenox
4.0 out of 5.0
Last booking: 13 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 ...

$179

$179
Crowne Plaza Pittsfield-Berkshires

Crowne Plaza Pittsfield-Berkshires

1 West St, Pittsfield
4.0 out of 5.0
Last booking: 14 hours ago
19 others viewing this property now

Located in the heart of Pittsfield, this hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife ...

$88

$88
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: 40 minutes ago
4 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
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox
3.0 out of 5.0
Last booking: 12 hours ago
9 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
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield
3.0 out of 5.0
Last booking: 2 days ago

Situated in Pittsfield, this lodge is 1 mi (1.7 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and ...

$142

$142
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
4.0 out of 5.0
Last booking: 9 minutes ago
23 others viewing this property now

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
Howard Johnson Express Inn - Lenox

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd, Lenox
2.5 out of 5.0
3 others viewing this property now

Situated in Lenox, this motel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley Wilderness Sanctuary and Canoe ...

$55

$55
Chambery Inn

Chambery Inn

199 Main St, Lee
3.5 out of 5.0
Last booking: 2 days ago
4 others viewing this property now

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 ...

$121

$121
Holiday Inn Club Vacations Oak n' Spruce Resort

Holiday Inn Club Vacations Oak n' Spruce Resort

190 Meadow Street, South Lee
4.0 out of 5.0
Last booking: 19 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 ...

$149

$149
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