Chester
Travel Guide
Visit Chester
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is CA $125 per night from Nov 1 to Nov 2
CA $125
CA $143 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.2/10 Good! (1,012 reviews)
"This is definitely not a fancy place, the point is that its cheap. Definitely a bit of a smell, definitely thin doors you can hear everything. This past time we went there was a dog that would not stop barking, but hey that's a pet friendly cheaper hotel! We love a free breakfast as well!"
Reviewed on Oct 6, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Oct 18 to Oct 19
CA $121
CA $167 total
Oct 18 - Oct 19
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 ...
9/10 Wonderful! (1,180 reviews)
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Reviewed on Oct 6, 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is CA $173 per night from Oct 26 to Oct 27
CA $173
CA $203 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool 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.
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 ...
9/10 Wonderful! (1,180 reviews)
"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"
Reviewed on Oct 6, 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 The Mount are located ...
8.6/10 Excellent! (152 reviews)
"Air quality in the units is poor. HVAC systems are at least 30 years old. Beware."
Reviewed on Oct 4, 2026
Experience Three Sisters Sanctuary in Goshen, MA
Goshen MA
Stay at this vacation home in Goshen. Enjoy a garden and air conditioning. Popular attractions Three Sisters Sanctuary and Swift River are located nearby.
9.6/10 Exceptional! (19 reviews)
"It was comfortable and clean. Loved the decor! Sweet to be there early, before the public arrived, to spend quiet time on the land. Magical!Enjoyed conversation with our hosts.Hope to find myself back there again"
Reviewed on Sep 27, 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.
