Chester, MA
Travel Guide
Visit Chester
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is AED 580 per night from Sep 14 to Sep 15
AED 580
AED 648 total
14 Sep - 15 Sep
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,002 reviews)
"Seamless stay from check in to check out. All the important things like cleanliness and updated bathroom with working faucets, great shower, lots of towels, etc. and unusual amenities like “two” swimming pools as well as hiking (walking) trail and ponds in the rear of the hotel property. Breakfast ..."
Reviewed on 14 August 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is AED 447 per night from Aug 17 to Aug 18
AED 447
AED 523 total
17 Aug - 18 Aug
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,108 reviews)
"Spacoius rooms with very comfortable mattress. Amazing homemade breakfast with fruit and chickpea salad. Beautiful outdoor spots to sut and gather or have breakfast outside patio. Very nice pool abd hot tub. Highly recommended."
Reviewed on 13 August 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is AED 347 per night from Aug 31 to Sep 1
AED 347
AED 470 total
31 Aug - 1 Sep
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
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.
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
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 The Mount are located ...
8.6/10 Excellent! (145 reviews)
"Quiet property. Convenient location."
Reviewed on 2 August 2026
Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++
Lenox MA
Book a stay at this family-friendly vacation home in Lenox. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tanglewood Music Center and ...
9.4/10 Exceptional! (66 reviews)
"My family of four had the perfect 21 night stay at Fox Hollow. We’ve been coming to the Berkshires for a decade plus. This is the least funky house we’ve ever stayed in. It’s truly a gem! This will be the first listing I check when we want to come back to The Berkshires."
Reviewed on 24 July 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.
