Cheshire Holidays
Photo by Ed Gaffny
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Top hotels in Cheshire
Harbour House Inn
725 North State Road, Cheshire, MA
The price is €239 per night from 14 Oct to 15 Oct
€239
14 Oct - 15 Oct
includes taxes & fees
9.6/10 Exceptional! (38 reviews)
"The owner Brandi was outstanding, friendly, she made us fresh homemade breakfast each morning, which the best. Will differently stay there again. Wonderful place and people."
Reviewed on 12 Sept 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is €98 per night from 2 Nov to 3 Nov
€98
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (2,057 reviews)
"This place is just beyond incredible! It is our 40th wedding anniversary today and so happy we found this place."
Reviewed on 13 Oct 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is €125 per night from 11 Nov to 12 Nov
€125
11 Nov - 12 Nov
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Super friendly staff, a free coffee bar in the lobby, loads of food and shopping options within walking distance, free on-site parking - what’s not to love! And the room was spotlessly clean and very very comfortable. We love this place!!!"
Reviewed on 9 Oct 2025
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.
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