Chester, MA
Travel Guide
Visit Chester

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is ¥11,677 per night from Oct 19 to Oct 20
¥11,677
¥16,343 total
Oct 19 - Oct 20
includes taxes & fees
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! (646 reviews)
"Excellent location. Friendly staff."
Reviewed on Sep 17, 2025

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
The price is ¥17,480 per night from Oct 19 to Oct 20
¥17,480
¥19,831 total
Oct 19 - Oct 20
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! (1,265 reviews)
"Overall a great stay for a quick business overnight. Downfall was the shower head in bathroom had extremely low water pressure (basically non existent) and made a horrible clunking noise. Perhaps the mixing valve was broken. Found this out in morning of."
Reviewed on Sep 16, 2025

Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
The price is ¥13,160 per night from Oct 6 to Oct 7
¥13,160
¥15,061 total
Oct 6 - Oct 7
includes taxes & fees
Stay at this hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,013 reviews)
"Excellent overall!"
Reviewed on Sep 13, 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! (129 reviews)
"I loved everything about the place. The tv was confusing and kept timing out. Its my new go to place."
Reviewed on Sep 11, 2025

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Becket
Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (191 reviews)
"We appreciated how clean and well stocked the cottage was. The owner was very easy to work with. Accurate description of a quiet, secluded get-away in the woods"
Reviewed on Sep 1, 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 ...
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 during your trip to Chester. Wander the lakeside and forest in this relaxing area.