Chester
Travel Guide
Visit Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is HK$999 per night from 30 Apr to 1 May
HK$999
HK$1,161 total
30 Apr - 1 May
includes taxes & fees
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! (2,231 reviews)
staff was friendly and breakfast was ok
Reviewed on 31 Mar 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is HK$773 per night from 14 Apr to 15 Apr
HK$773
HK$1,039 total
14 Apr - 15 Apr
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! (892 reviews)
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.
Reviewed on 31 Mar 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is HK$722 per night from 5 Apr to 6 Apr
HK$722
HK$807 total
5 Apr - 6 Apr
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (884 reviews)
Easy check-in, secure and clean
Reviewed on 30 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 Tanglewood Music Center and The Mount 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
Peace and quiet on the lake
Becket MA
Stay at this holiday home in Becket. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (234 reviews)
Host was great! Quick communication. Place is a gem for peace and tranquility! The home is beautiful with great view.
Reviewed on 18 Feb 2026
Family Ski Getaway in the Berkshires
Great Barrington MA
Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Monument Mountain Reservation and Art et ...
9/10 Wonderful! (12 reviews)
Loved our time here. It was a very cozy set up for a snowy week away, with a pellet stove, an ample amount of puzzles stocked in the house, and the surprise perk of Studley, a 12 year old cuddle machine of a cat who lives here and provided great company. The host was very responsive to all of my ...
Reviewed on 4 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.
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.
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