Chester Travel Guide
Tourist Guide
Visit Chester
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is NZ$258 per night from 31 May to 1 June
NZ$258
31 May - 1 June
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! (958 reviews)
"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"
Reviewed on 28 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is NZ$236 per night from 2 June to 3 June
NZ$236
2 June - 3 June
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! (962 reviews)
"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional ..."
Reviewed on 27 May 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is NZ$180 per night from 22 June to 23 June
NZ$180
22 June - 23 June
includes taxes & fees
Stay at this golf hotel in West Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
7/10 Good! (1,015 reviews)
"This was the worst motel I’ve ever stayed in. The place reeked of cigarette smoke and was disgusting. There were rat traps under the vending machines and it should be closed."
Reviewed on 27 May 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 aparthotel 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! (237 reviews)
"A perfect lakeside getaway! Warm and inviting living space, amazing screened-in porch and a very open and workable kitchen. Any utensil you need and even an outdoor grill. It rained all the time we were here but I did get in a couple of hours of fishing and caught a few small ones. Our host were ..."
Reviewed on 26 May 2026
Cozy Riverside Berkshires Retreat
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 ...
9.2/10 Wonderful! (14 reviews)
"Awesome location. Host was very informative and responsive."
Reviewed on 15 Apr 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.
