Chester
Travel Guide
Visit Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
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 their reviews. Popular ...
9.4/10 Exceptional! (2,214 reviews)
We received a warm welcome Waited just a few minutes for room to be ready Breakfast included with stay which is always a plus to get you on your way Enough parking for all
Reviewed on 2 Mar 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is RM444 per night from 3 Mar to 4 Mar
RM444
RM583 total
3 Mar - 4 Mar
includes taxes & fees
Stay at this golf lodge in Pittsfield. Enjoy free Wi-Fi, free parking and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (866 reviews)
Love it here. We stay a few times a year and are actually local to the hotel. Just a relaxed experience.
Reviewed on 1 Mar 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
The price is RM361 per night from 9 Mar to 10 Mar
RM361
RM403 total
9 Mar - 10 Mar
includes taxes & fees
Stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,003 reviews)
Breakfast was delicious. Pool and hot tub were very clean. The rooms were nice for the price point.
Reviewed on 2 Mar 2026
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 condo in Lenox. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
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 9 Feb 2026
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.
