Find Cheap Hotels in Cheshire, MA from CA $96
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Sep 11 - Sep 12Tomorrow
Sep 12 - Sep 13This weekend
Sep 11 - Sep 13Next weekend
Sep 18 - Sep 20Our top choices for Cheshire cheap hotels
CA $319
CA $337 total
includes taxes & fees
Sep 16 - Sep 17
2. Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
Joe
CA $146
CA $163 total
includes taxes & fees
Sep 13 - Sep 14
CA $157
CA $172 total
includes taxes & fees
Sep 13 - Sep 14
CA $131
CA $162 total
includes taxes & fees
Sep 15 - Sep 16
CA $86
CA $96 total
includes taxes & fees
Sep 13 - Sep 14
CA $229
CA $255 total
includes taxes & fees
Sep 13 - Sep 14
CA $146
CA $163 total
includes taxes & fees
Sep 28 - Sep 29
CA $122
CA $143 total
includes taxes & fees
Sep 13 - Sep 14
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Top Cheshire Hotel Reviews
Hotel Downstreet, an Ascend Collection Hotel
8/10 Good
"Great location for Mass Moca"
Vacation Village in the Berkshires
10/10 Excellent
"Beautiful location and views. Spacious room with all amenities."
The Yankee Inn
10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Willows Motel Williamstown
10/10 Excellent
"Awesome staff plus pet-friendly."
The Black Swan Lee - Lenox, an Ascend Collection Hotel
10/10 Excellent
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
Quality Inn Lee - Lenox South
8/10 Good
"Very clean property with kind staff. Nice room, decent complimentary coffee, breakfast offerings not for me."
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