Cheshire Trip
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Top hotels in Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ₹8,891 per night from 8 Mar to 9 Mar
₹8,891
₹10,943 total
8 Mar - 9 Mar
includes taxes & fees
8.8/10 Excellent! (2,281 reviews)
Loved the pool and the spacious room. We'll definitely return.
Reviewed on 5 Mar 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₹8,710 per night from 5 Apr to 6 Apr
₹8,710
₹11,787 total
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (869 reviews)
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...
Reviewed on 6 Mar 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ₹15,422 per night from 11 Mar to 12 Mar
₹15,422
₹17,227 total
11 Mar - 12 Mar
includes taxes & fees
9.6/10 Exceptional! (584 reviews)
Lovely boutique hotel next to Williams. Just a light continental breakfast during the winter but there are other spots to find a hearty breakfast in town.
Reviewed on 4 Mar 2026
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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