Cheshire
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is CA $112 per night from Nov 5 to Nov 6
CA $112
CA $141 total
Nov 5 - Nov 6
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundable
The price is CA $116 per night from Nov 9 to Nov 10
CA $116
CA $160 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is CA $145 per night from Nov 20 to Nov 21
CA $145
CA $161 total
Nov 20 - Nov 21
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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.
19th c. Barn in the Berkshires
Cheshire MA
Stay at this vacation home in Cheshire. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jiminy Peak Mountain Resort and Cheshire Reservoir ...
9.6/10 Exceptional! (101 reviews)
"This is a special spot for our family. We've stayed here twice and look forward to our next visit!"
Reviewed on Sep 13, 2026
Berkshire's Family Gathering & Mountain Escape!
Cheshire MA
Book a stay at this family-friendly vacation home in Cheshire. Enjoy laundry facilities, a pool table, and patios. Popular attractions Susan B. Anthony Birthplace ...
10/10 Exceptional! (1 review)
"This was an amazing place to stay! The property is beautiful and close to both the woods and the town. We loved using the fireplace, the outdoor fire pit, the games in the basement, the record player, and the piano and guitar. I highly recommend!"
Reviewed on Oct 18, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
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.
