
Find hotels in Cheshire, MA from ₩127,065
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Cheshire hotels

Harbour House Inn
Harbour House InnCheshire
9.4 out of 10, Exceptional, (53 reviews)
The price is ₩376,285
₩397,734 total
includes taxes & fees
Apr 13 - Apr 14

Berkshires Untold
Berkshires UntoldLenox
9.0 out of 10, Wonderful, (895 reviews)
The price is ₩116,401
₩130,020 total
includes taxes & fees
Apr 14 - Apr 15

Cozy Corner Motel
Cozy Corner MotelWilliamstown
9.2 out of 10, Wonderful, (897 reviews)
The price is ₩117,469
₩138,441 total
includes taxes & fees
Apr 16 - Apr 17

The Villager Motel
The Villager MotelWilliamstown
8.8 out of 10, Excellent, (783 reviews)
The price is ₩117,172
₩130,877 total
includes taxes & fees
Apr 15 - Apr 16

Blooming Inn
Blooming InnShelburne Falls
9.2 out of 10, Wonderful, (133 reviews)
The price is ₩149,505
₩239,674 total
includes taxes & fees
Apr 13 - Apr 14

The Revival House
The Revival HouseAdams
9.0 out of 10, Wonderful, (28 reviews)
The price is ₩222,597
₩248,627 total
includes taxes & fees
Apr 13 - Apr 14

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (846 reviews)
The price is ₩117,172
₩130,877 total
includes taxes & fees
Apr 13 - Apr 14

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,003 reviews)
The price is ₩164,174
₩183,382 total
includes taxes & fees
Apr 16 - Apr 17

Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West StockbridgeWest Stockbridge
6.8 out of 10, (1,000 reviews)
The price is ₩105,455
₩115,684 total
includes taxes & fees
Apr 14 - Apr 15

Shaker Mill Inn
Shaker Mill InnWest Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
The price is ₩166,117
₩182,230 total
includes taxes & fees
Apr 23 - Apr 24

Rodeway Inn
Rodeway InnAdams
7.4 out of 10, Good, (240 reviews)
The price is ₩113,464
₩126,739 total
includes taxes & fees
Apr 19 - Apr 20

Berkshire Mountain Lodge
Berkshire Mountain LodgePittsfield
9.0 out of 10, Wonderful, (901 reviews)
The price is ₩128,479
₩176,645 total
includes taxes & fees
May 11 - May 12

Element Lenox Berkshires
Element Lenox BerkshiresLenox
9.6 out of 10, Exceptional, (25 reviews)
The price is ₩218,029
₩243,538 total
includes taxes & fees
Apr 20 - Apr 21

Quality Inn Lee - Lenox South
Quality Inn Lee - Lenox SouthLee
8.4 out of 10, Very Good, (1,000 reviews)
The price is ₩150,025
₩167,578 total
includes taxes & fees
Apr 29 - Apr 30

The Springs Motel
The Springs MotelNew Ashford
9.4 out of 10, Exceptional, (95 reviews)
The price is ₩176,871
₩194,027 total
includes taxes & fees
Apr 14 - Apr 15

Becket Motel
Becket MotelBecket
6.8 out of 10, (60 reviews)
The price is ₩155,735
₩223,658 total
includes taxes & fees
Apr 13 - Apr 14

Maple Terrace Motel
Maple Terrace MotelWilliamstown
9.6 out of 10, Exceptional, (600 reviews)
The price is ₩154,252
₩172,302 total
includes taxes & fees
Apr 13 - Apr 14

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1,002 reviews)
The price is ₩148,794
₩166,202 total
includes taxes & fees
Apr 23 - Apr 24

Hideaway Inn Lenox
Hideaway Inn LenoxLenox
The price is ₩202,975
₩226,723 total
includes taxes & fees
Apr 13 - Apr 14

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.2 out of 10, Wonderful, (88 reviews)
The price is ₩175,016
₩195,499 total
includes taxes & fees
Apr 30 - May 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in




























































