Name: La Quinta Inn & Suites by Wyndham Springfield MA
Price range: $133 total

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

$126 nightly

$141 total

Aug 19 - Aug 20

Total with taxes and 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! (2,098 reviews)

"The hotel itself is on the older side, but very well kept, clean and almost old fashioned in the very best way. The pool and hot tub are great, the rooms nice and big- guest laundry is very helpful. I sincerely hope we make our way back one day, we loved it!"

Reviewed on Aug 9, 2026

The Yankee Inn

461 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$158 nightly

$176 total

Aug 10 - Aug 11

Total with taxes and 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! (1,016 reviews)

"The staff were friendly, helpful with finding restaurants and other local attractions. Our room was immaculate and nicely furnished with modern furnishings in great condition. The room was quiet--we never heard our neighbors. It was pleasant to sit on the balcony and read. The location is great, ..."

Reviewed on Aug 9, 2026

La Quinta Inn & Suites by Wyndham Springfield MA

100 Congress Street Springfield MA

$117 nightly

$133 total

Aug 20 - Aug 21

Total with taxes and 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 ...

See all 867 properties in Chester

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 Aug 2, 2026

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA

Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.

8.6/10 Excellent! (10 reviews)

"A fantastic location with a great view of the lake, lots of friendly people, quaint, nice town. Gonna go back."

Reviewed on Jul 23, 2026

See all properties in Chester

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.