Cheshire Vacations
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Find the Best Cheshire Vacation Packages
Cheshire Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ₩150,139 per night from Jan 26 to Jan 27
₩150,139
₩183,545 total
Jan 26 - Jan 27, 2026
includes taxes & fees
8.6/10 Excellent! (2,179 reviews)
My stay was great with no problems.
Reviewed on Dec 19, 2025
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
The price is ₩180,979 per night from Jan 25 to Jan 26
₩180,979
₩202,153 total
Jan 25 - Jan 26, 2026
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Courteous staff
Reviewed on Dec 19, 2025
The Williams Inn
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ₩316,243 per night from Jan 26 to Jan 27
₩316,243
₩353,243 total
Jan 26 - Jan 27, 2026
includes taxes & fees
9.6/10 Exceptional! (554 reviews)
Staff was courteous. Room was clean and felt...warm and inviting. Decor is classy cozy and clean. Every floor has coffee station with tea and coffee instead of in the room making it convenient before venturing out. The Barn is nice. I visited in winter so the ground, firepit and pool, were closed ...
Reviewed on Dec 22, 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.
