Cheshire, MA
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is ￥16,079 per night from Feb 26 to Feb 27
￥16,079
￥19,656 total
Feb 26 - Feb 27
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,264 reviews)
Good size rooms, had everything we needed. Accessible to the main building (wish there were bigger cups for coffee and real milk) but other then that it was great. Front desk was helpful.
Reviewed on Feb 24, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is ￥17,626 per night from Feb 26 to Feb 27
￥17,626
￥23,143 total
Feb 26 - Feb 27
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (863 reviews)
Overall pleasant stay; great facilities, staff, and location
Reviewed on Feb 24, 2026
The Williams Inn
101 Spring Street Williamstown MA
The price is ￥28,955 per night from Mar 2 to Mar 3
￥28,955
￥32,344 total
Mar 2 - Mar 3
includes taxes & fees
Book a stay at this 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! (581 reviews)
nice aesthetics
Reviewed on Feb 24, 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.
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,264 reviews)
Good size rooms, had everything we needed. Accessible to the main building (wish there were bigger cups for coffee and real milk) but other then that it was great. Front desk was helpful.
Reviewed on Feb 24, 2026
Huttopia Berkshires
312 Kittle Rd Williamstown MA
Stay at this campground in Williamstown. Enjoy free parking, breakfast (surcharge), and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (141 reviews)
I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...
Reviewed on Feb 9, 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.
Popular places to visit
St Mary's of the Assumption Church
5/5(1 review)
St Mary's of the Assumption Church is just one of the places to see in Cheshire, so why not enjoy the other things to explore during your travels? Discover the area's mountain views, or seek out its ski slopes.
