Cheshire, MA
Travel Guide
Visit Cheshire
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is SAR 390 per night from Apr 29 to Apr 30
SAR 390
SAR 477 total
29 Apr - 30 Apr
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! (2,331 reviews)
24/7 front desk appreciated and room readiness including sheets for the sofa bed, as we arrived in later hours.
Reviewed on 11 April 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
The price is SAR 478 per night from May 10 to May 11
SAR 478
SAR 533 total
10 May - 11 May
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! (1,001 reviews)
Nice staff comfy bed nice views
Reviewed on 8 April 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is SAR 325 per night from May 12 to May 13
SAR 325
SAR 447 total
12 May - 13 May
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (901 reviews)
Yes everything was very geared for a enjoyable time.
Reviewed on 11 April 2026
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! (2,331 reviews)
24/7 front desk appreciated and room readiness including sheets for the sofa bed, as we arrived in later hours.
Reviewed on 11 April 2026
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 9 February 2026
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham VT
Stay at this apartment in Whitingham. Enjoy free breakfast, a sauna, and laundry facilities. Popular attractions Harriman Reservoir and Readsboro Community Library ...
10/10 Exceptional! (3 reviews)
Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often.
Reviewed on 19 March 2026
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.
