Name: D. Hotel Suites & Spa
Price range: $224 total
Rating: 9.2

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

$113 nightly

$126 total

May 24 - May 25

Total with taxes and fees

Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...

9/10 Wonderful! (925 reviews)

Room very spacious and clean. Full kitchen is a great bonus.

Reviewed on May 4, 2026

Berkshires Untold

194 Pittsfield Rd Lenox MA

$100 nightly

$112 total

May 25 - May 26

Total with taxes and fees

Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

9/10 Wonderful! (932 reviews)

Easy, comfortable and convenient; rooms and public spaces are nice, modern and stylish updates of modest 60s/70s original motel facilities.

Reviewed on May 6, 2026

D. Hotel Suites & Spa

1 Country Club Rd Holyoke MA

$200 nightly

$224 total

May 10 - May 11

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! (2,218 reviews)

The room was massive and roomy. The floor was shiny and clean. Everything was tidy. The bed and pillows were comfortable.

Reviewed on May 6, 2026

See all 875 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.

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 National Shrine of the ...

8.6/10 Excellent! (141 reviews)

I had not visited the Ponds for 30 years. It has not gracefully aged. Condo unit has not been updated since it was built in the early 70s and it shows. Drafty and slightly damaged doors, slow drains in the bathrooms, furniture and rugs that show damage and age, and a clubhouse in need of updating. ...

Reviewed on Feb 9, 2026

Peace and quiet on the lake

Becket MA

Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...

9.6/10 Exceptional! (235 reviews)

The home was nicely equipped with everything you’d need. The host was very helpful and friendly. It’s a lovely property in a beautiful setting!

Reviewed on Mar 27, 2026

Cozy Riverside Berkshires Retreat

Great Barrington MA

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...

9.2/10 Wonderful! (14 reviews)

Awesome location. Host was very informative and responsive.

Reviewed on Apr 15, 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.