Chesterfield
Travel Guide
Visit Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is CA $121 per night from May 26 to May 27
CA $121
CA $166 total
May 26 - May 27
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! (946 reviews)
"The stay was great . No complains at all . Definitely will be staying in the near future ."
Reviewed on May 22, 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
The price is CA $120 per night from Jun 7 to Jun 8
CA $120
CA $137 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! (1,007 reviews)
"It is an older property so there are a few scuffs here and there with one section totally closed for renovation so it will only improve. My comfortable room was absolutely spotless and the staff was friendly and helpful. When making my reservation, some rooms were listed as non smoking and priced ..."
Reviewed on May 23, 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is CA $115 per night from May 31 to Jun 1
CA $115
CA $135 total
May 31 - Jun 1
includes taxes & fees
Book a 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 our reviews. ...
9.2/10 Wonderful! (2,204 reviews)
"Great hotel and restaurant"
Reviewed on May 22, 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.
Peace and quiet on the lake
Becket MA
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (236 reviews)
"Great spot on the water!"
Reviewed on Apr 23, 2026
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Becket MA
Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (243 reviews)
"The cabin is kind if a self contained oasis. It has everything you might want, is very comfortable and close enough to Lee, Stockbridge and even North Adams. It would be perfect for a family or a couple. I stayed to meditate, quietly play acoustic guitar on the nice screen porch, practice Tai Chi ..."
Reviewed on May 22, 2026
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst MA
Stay at this vacation home in Amherst. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Puffers Pond South Beach and Maze are located ...
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
Chesterfield Gorge
Explore the great outdoors at Chesterfield Gorge, a lovely green space in Chesterfield. Wander the lakeside and forest while you're in the area.
Chesterfield Gorge Reservation
You can take time to visit Chesterfield Gorge Reservation during your travels to Chesterfield. Amble around the area's parks or visit its shops.
Krug Sugarbush
You can take time to visit Krug Sugarbush during your travels to Chesterfield. Amble around the area's parks or visit its shops.
