Cheshire, MA
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is NT$3,282 per night from Jan 4 to Jan 5
NT$3,282
NT$4,012 total
Jan 4 - 2026/1/5
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 ...
8.6/10 Excellent! (2,176 reviews)
My stay was great with no problems.
Reviewed on 2025/12/19
The Williams Inn
101 Spring Street Williamstown MA
The price is NT$6,217 per night from Dec 21 to Dec 22
NT$6,217
NT$6,944 total
Dec 21 - Dec 22
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! (549 reviews)
Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick.
Reviewed on 2025/12/7
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
The price is NT$2,924 per night from Dec 25 to Dec 26
NT$2,924
NT$3,266 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (988 reviews)
Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful .
Reviewed on 2025/12/15
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 ...
8.6/10 Excellent! (2,176 reviews)
My stay was great with no problems.
Reviewed on 2025/12/19
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 ...
10/10 Exceptional! (7 reviews)
Healthy food too!
Reviewed on 2025/10/20
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 Tanglewood Music Center and The Mount are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...
Reviewed on 2025/12/7
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.
- National Shrine of the Divine Mercy
- Massachusetts Museum of Contemporary Art
- Bousquet Ski Area
- The Clark Art Institute
- Norman Rockwell Museum
- Lee Premium Outlets
- Colonial Theater
- Bridge of Flowers
- Mount Greylock State Reservation Visitor Center
- Berkshire Botanical Garden
- Williamstown Theatre Festival
- Goose Pond Reservation
- Grafton Lakes State Park
- Williams College Museum of Art
