Cheshire Holidays
Photo by Ed Gaffny
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Top hotels in Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is S$164 per night from 4 Jan to 5 Jan
S$164
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 S$180 per night from 6 Jan to 7 Jan
S$180
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 S$281 per night from 24 Dec to 25 Dec
S$281
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
