Cheshire, MA
Travel Guide
Visit Cheshire
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
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 ...
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 ...
Berkshires Untold
194 Pittsfield Rd Lenox MA
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. ...
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 ...
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 ...
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 ...
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.
- St Mary's of the Assumption Church
- Tanglewood Music Center
- National Shrine of the Divine Mercy
- Green Mountain National Forest
- Jiminy Peak Mountain Resort
- Williams College
- Norman Rockwell Museum
- Massachusetts Museum of Contemporary Art
- The Clark Art Institute
- The Mount
- Jacob's Pillow
- Berkshire East Ski Resort
- Mount Greylock
- Hancock Shaker Village
- Lee Premium Outlets
- Williamstown Theatre Festival
- Naumkeag Museum
- Grafton Lakes State Park
- Bridge of Flowers
- Housatonic River
- Berkshire Botanical Garden
- Bousquet Ski Area
- Wyndhurst Golf & Club
- Goose Pond Reservation
- Natural Bridge State Park
- Harriman Reservoir
- Taconic Golf Club
- Waubeeka Golf Links
- Deerfield River
- Brodie Mountain
- Berkshire Museum