Chester Travel Guide
Tourist Guide
Visit Chester
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is 4.017.786 ₫ per night from 1 Oct to 2 Oct
4.017.786 ₫
5.077.463 ₫ total
1 Oct - 2 Oct
includes taxes & fees
Stay at this 3-star 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 ...
8.8/10 Excellent! (624 reviews)
"Nice staff, clean, and lots of apace in the rooms."
Reviewed on 9 Sep 2025
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
The price is 3.163.680 ₫ per night from 13 Oct to 14 Oct
3.163.680 ₫
3.589.195 ₫ total
13 Oct - 14 Oct
includes taxes & fees
Stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8/10 Very Good! (1,257 reviews)
"Average hotel /clean room /bathroom didn’t open all the way due to shower curtain /caulk job around tub is horrible/ pool walls where peeling / pool was peeling as well /hotel needs some work"
Reviewed on 5 Sep 2025
Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
The price is 2.319.593 ₫ per night from 5 Oct to 6 Oct
2.319.593 ₫
2.654.774 ₫ total
5 Oct - 6 Oct
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! (1,009 reviews)
"The staff"
Reviewed on 8 Sep 2025
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 3-star 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! (128 reviews)
"The property is beautiful and very walkable, and well-located with Tanglewood, The Mount, Shakespeare & Co and downtown Lenox extremely nearby. Onsite amenities such as clubhouse, tennis courts and pool are convenient and the individual units are nicely laid out. The property is a bit older and could ..."
Reviewed on 3 Sep 2025
Westfield Vacation Rental w/ Porch, Pets Welcome!
Westfield
Stay at this 3-star cottage in Westfield. Enjoy free parking and air conditioning. Popular attractions Stanley Park and Woodward Center are located nearby.
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.
- Chester Town Hall
- Eastern States Exposition
- Mount Holyoke College
- Norman Rockwell Museum
- Connecticut River
- Holyoke Mall
- Lee Premium Outlets
- Jacob's Pillow
- Bousquet Ski Area
- Academy of Music Theater
- Ventfort Hall Mansion and Gilded Age Museum
- Berkshire Botanical Garden
- Historic Northampton
- Berkshire Museum
- Housatonic River
- Otis Reservoir
- Shakespeare and Company
- Berkshire Mountain Country Store
- Goose Pond Reservation
- Colonial Theater
