Chester Travel Guide
Tourist Guide
Visit Chester
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (562 reviews)
Rest, relax, and repeat
"Great value for families! The welcoming staff, location (Lenox/Pittsfield border), spacious suite, and ample amenities made for a fantastic vacation. No free breakfast but there are several dining options and markets nearby. Gorgeous view of the sunset from the upper floors. There was a note of upcoming ..."
Reviewed on 14 Aug. 2025
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is AU$163 per night from 9 Sept to 10 Sept
AU$163
9 Sept - 10 Sept
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 ...
7/10 Good! (1,001 reviews)
Enjoyable one night stay at the Quality Inn!
"I recently stayed 1 night at the Quality Inn while in the area for Six Flags. This is my go to hotel when visiting the park as it is a great value and about 15 minutes away. I checked in later, around 9pm, and long time employee Rick was at the desk. He is never shy about his dislike for computers ..."
Reviewed on 12 Aug. 2025
D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
The price is AU$173 per night from 24 Aug to 25 Aug
AU$173
24 Aug - 25 Aug
includes taxes & fees
Stay at this 3-star 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! (2,234 reviews)
"always a good stay"
Reviewed on 12 Aug. 2025
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
3 Foxhollow Drive Route 7, Lenox, MA
Stay at this 3-star condo 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! (125 reviews)
"The unit was in very good shape and in an excellent location but we had been promised an indoor pool but it was under renovation. It would be nice if we were told that in advance. Most of the front desk people were very nice but one person doesn’t seem to like customers. Overall a good ..."
Reviewed on 14 Aug. 2025
Spacious 5-bedroom house in charming Lee with WiFi
Lee
Stay at this vacation home in Lee. Enjoy laundry facilities and in-room fireplaces. Popular attractions Tanglewood Music Center and Berkshire Mountain Country ...
The Clearing - Quiet - Close To Nature
Cummington
Stay at this cottage in Cummington. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (187 reviews)
My stay
"Everything was great: kitchen, WiFI, etc."
Reviewed on 6 Aug. 2025
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
Chester Town Hall
You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests in this relaxing area.