Cheshire Travel Guide
Tourist Guide
Visit Cheshire
Harbour House Inn
725 North State Road, Cheshire, MA
The price is £185 per night from 13 Aug to 14 Aug
£185
13 Aug - 14 Aug
includes taxes & fees
Stay at this 3.5-star B&B in Cheshire. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions St Mary's of the Assumption Church and Adams Theater ...
9.6/10 Exceptional! (37 reviews)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!!"
Reviewed on 4 Jul 2025
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
The price is £98 per night from 27 Aug to 28 Aug
£98
27 Aug - 28 Aug
includes taxes & fees
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,938 reviews)
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location."
Reviewed on 10 Aug 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is £80 per night from 7 Sept to 8 Sept
£80
7 Sept - 8 Sept
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (546 reviews)
"Incredible spacious suites"
Reviewed on 6 Aug 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.
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 centre and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,938 reviews)
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location."
Reviewed on 10 Aug 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 hot tubs. Our guests praise the property condition in their reviews. Popular ...
8.2/10 Very Good! (959 reviews)
"Great"
Reviewed on 26 Jul 2025
Huttopia Berkshires
312 Kittle Rd, Williamstown, MA
Stay at this campsite in Williamstown. Enjoy free parking, breakfast (surcharge) and a picnic area. Popular attractions Jiminy Peak Mountain Resort and Mountain ...
10/10 Exceptional! (1 review)
"Huttopia Berkshires was wonderful! Very peaceful and a beautiful view. We enjoyed the on-site coffee shop/cafe and our tent with a deck and indoor plumbing! The staff was extremely friendly and helpful. The pool is lovely. Highly recommend!"
Reviewed on 7 Aug 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.