Chester, MA
Travel Guide
Visit Chester
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is NT$3,815 per night from Jun 2 to Jun 3
NT$3,815
NT$4,962 total
Jun 2 - Jun 3
includes taxes & 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! (960 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 2026/5/28
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is NT$3,179 per night from Jun 7 to Jun 8
NT$3,179
NT$3,639 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,001 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 2026/5/27
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is NT$3,916 per night from Jun 2 to Jun 3
NT$3,916
NT$4,374 total
Jun 2 - Jun 3
includes taxes & 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! (964 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 2026/5/27
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 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 2026/2/9
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 during your trip to Chester. Wander the lakeside and forest in this relaxing area.
- Big E
- National Shrine of the Divine Mercy
- Smith College
- Norman Rockwell Museum
- Holyoke Mall
- Lee Premium Outlets
- Ski Butternut
- Berkshire Botanical Garden
- Smith College Botanic Garden
- Connecticut River
- Goose Pond Reservation
- Olympia Ice Center
- Bousquet Ski Area
- Barrington Stage Company
- Colonial Theater
