Cheshire, MA
Travel Guide
Visit Cheshire
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is NT$4,471 per night from May 19 to May 20
NT$4,471
NT$4,994 total
May 19 - May 20
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! (1,003 reviews)
Hot tub and pool was awesome
Reviewed on 2026/4/26
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is NT$2,718 per night from Apr 30 to May 1
NT$2,718
NT$3,382 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! (2,341 reviews)
I like the space and allocation
Reviewed on 2026/4/27
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is NT$2,836 per night from May 11 to May 12
NT$2,836
NT$3,168 total
May 11 - May 12
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (918 reviews)
Very clean, well appointed rooms with a larger than expected bathroom. Everything new in the last few years with a very chic club room bolted on the end with great common area, restaurant and bar. Food was delicious. A hidden gem in Lenox
Reviewed on 2026/4/27
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! (2,341 reviews)
I like the space and allocation
Reviewed on 2026/4/27
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 2026/2/9
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 ...
9.4/10 Exceptional! (10 reviews)
Excelente servicio
Reviewed on 2026/3/8
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.
- National Shrine of the Divine Mercy
- Norman Rockwell Museum
- Massachusetts Museum of Contemporary Art
- The Clark Art Institute
- Lee Premium Outlets
- Williamstown Theatre Festival
- Grafton Lakes State Park
- Bridge of Flowers
- Bousquet Ski Area
- Goose Pond Reservation
- Berkshire Botanical Garden
- Brodie Mountain
