Cheshire, MA
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is ￥16,560 per night from Apr 30 to May 1
￥16,560
￥20,245 total
Apr 30 - May 1
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! (2,330 reviews)
Excellent service from staff. BEAUTIFUL SCENERY. Indoor pool water temperature could be a bit higher than 83 degrees when temperatures are lower thank 40 degrees. Very comfortable beds. Staff always accommodate needs in a timely manner.
Reviewed on Apr 10, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is ￥21,632 per night from Apr 14 to Apr 15
￥21,632
￥24,163 total
Apr 14 - Apr 15
includes taxes & fees
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,001 reviews)
Nice staff comfy bed nice views
Reviewed on Apr 8, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is ￥13,781 per night from May 11 to May 12
￥13,781
￥18,947 total
May 11 - May 12
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! (900 reviews)
Yes everything was very geared for a enjoyable time.
Reviewed on Apr 11, 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! (2,330 reviews)
Excellent service from staff. BEAUTIFUL SCENERY. Indoor pool water temperature could be a bit higher than 83 degrees when temperatures are lower thank 40 degrees. Very comfortable beds. Staff always accommodate needs in a timely manner.
Reviewed on Apr 10, 2026
The Ponds at Foxhollow
3 Foxhollow Drive Route 7 Lenox MA
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and National Shrine of the ...
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
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna, and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
10/10 Exceptional! (3 reviews)
Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often.
Reviewed on Mar 19, 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
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.
