Cheshire
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
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! (1,868 reviews)
"Wonderful property in an idyllic setting! Everything you need for a quality vacation with friends or family. One of the most relaxing getaways I've ever had."
Reviewed on 11 Jul 2025
The Williams Inn
101 Spring Street, Williamstown, MA
The price is HK$1,943 per night from 10 Aug to 11 Aug
HK$1,943
HK$2,171 total
10 Aug - 11 Aug
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! (466 reviews)
"Hrwat"
Reviewed on 11 Jul 2025
Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
The price is HK$1,128 per night from 11 Aug to 12 Aug
HK$1,128
HK$1,260 total
11 Aug - 12 Aug
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! (999 reviews)
Pleasant
"Spacious room with a great view, only complaint would be the gaps in the door that let noise and light in and out."
Reviewed on 8 Jul 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.
19th c. Barn in the Berkshires
Cheshire
Stay at this vacation home in Cheshire. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions St Mary's of the Assumption Church and Mount Greylock ...
9.4/10 Exceptional! (71 reviews)
"It really is a barn and beautifully furnished with nice quality design and care. The third bedroom is pretty open to the living room but great for kids!"
Reviewed on 15 Jun 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
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! (1,868 reviews)
"Wonderful property in an idyllic setting! Everything you need for a quality vacation with friends or family. One of the most relaxing getaways I've ever had."
Reviewed on 11 Jul 2025
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 bars/lounges. Our guests praise the property condition in our reviews. Popular ...
8.2/10 Very Good! (947 reviews)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
Reviewed on 7 Jul 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.