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
The price is NZ$219 per night from 4 Jan to 5 Jan
NZ$219
4 Jan - 5 Jan 2026
includes taxes & fees
8.6/10 Excellent! (2,179 reviews)
My stay was great with no problems.
Reviewed on 19 Dec 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is NZ$240 per night from 6 Jan to 7 Jan
NZ$240
6 Jan - 7 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Courteous staff
Reviewed on 19 Dec 2025
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is NZ$376 per night from 24 Dec to 25 Dec
NZ$376
24 Dec - 25 Dec
includes taxes & fees
9.6/10 Exceptional! (550 reviews)
Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick.
Reviewed on 7 Dec 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
