Cheshire Holidays
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Cheshire Holiday
Our pick of the best Cheshire Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 9 Feb to 10 Feb
NZ$212
9 Feb - 10 Feb
includes taxes & fees
8.6/10 Excellent! (2,221 reviews)
Everything was great, the staff, the room, and the amenities. We will be coming back.
Reviewed on 25 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$221 per night from 10 Feb to 11 Feb
NZ$221
10 Feb - 11 Feb
includes taxes & fees
9/10 Wonderful! (827 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.
Reviewed on 1 Feb 2026
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$375 per night from 9 Mar to 10 Mar
NZ$375
9 Mar - 10 Mar
includes taxes & fees
9.6/10 Exceptional! (572 reviews)
Clean
Reviewed on 31 Jan 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
