Cheshire
Travel Guide
Visit Cheshire

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is CA $118 per night from Jul 20 to Jul 21
CA $118
CA $147 total
Jul 20 - Jul 21
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,883 reviews)
"This is a great get away! Beautiful atmosphere and lots of variety of activities"
Reviewed on Jul. 17, 2025

The Williams Inn
101 Spring Street, Williamstown, MA
The price is CA $325 per night from Aug 14 to Aug 15
CA $325
CA $364 total
Aug 14 - Aug 15
includes taxes & fees
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (469 reviews)
"Hrwat"
Reviewed on Jul. 11, 2025

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
The price is CA $221 per night from Aug 17 to Aug 18
CA $221
CA $246 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,000 reviews)
"Great place"
Reviewed on Jul. 16, 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.
Popular places to visit
St Mary's of the Assumption Church
Learn about the local history of Cheshire with a stop at St Mary's of the Assumption Church. Discover the area's mountain views, or seek out its ski slopes.