Chester, MA

Travel Guide

Photo by Elizabeth Massa Peroulakis
Photo by Elizabeth Massa Peroulakis
Photo by Chris Addams
Photo by Chris Addams
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
The price is ₩160,068 per night from Jan 2 to Jan 3
₩160,068
₩185,946 total
Jan 2 - Jan 3, 2026
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! (2,230 reviews)
The staff were super, we enjoyed having a good restaurant on site, the pool was clean and the breakfast was varied. We enjoyed our stay here.

Reviewed on Dec 5, 2025

D. Hotel Suites & Spa
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street Springfield MA
The price is ₩161,909 per night from Dec 14 to Dec 15
₩161,909
₩183,685 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,305 reviews)
All hotel staff courteous and professional

Reviewed on Dec 7, 2025

La Quinta Inn & Suites by Wyndham Springfield MA
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
The price is ₩135,828 per night from Dec 14 to Dec 15
₩135,828
₩151,719 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (979 reviews)
Clean room, convenient and tasty restaurant

Reviewed on Dec 5, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.6/10 Excellent! (136 reviews)
As others have said, it’s extremely well kept and clean. In the Condo and the common areas…immaculate actually. It’s very dated. It would have been nice to know we would have people above us, and the hot tub no longer exists and that was disappointing. It’s a great location and condo is well equipped. ...

Reviewed on Dec 7, 2025

The Ponds at Foxhollow
Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

3 out of 5
Charlemont MA
Stay at this cottage in Charlemont. Enjoy air conditioning. Popular attractions Hawley Bog Preserve and Berkshire East Ski Resort are located nearby.
10/10 Exceptional! (1 review)
Loved this old home! Record player and records were fun to listen to. Pickle ball across the street was excellent! Well stocked kitchen great for cooking in. I had a tough time with water pressure and temperature but it could have been user error. Beds were comfortable except for the twin, which ...

Reviewed on Oct 14, 2025

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!
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