Chesterfield
Travel Guide
Visit Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is CA $121 per night from May 27 to May 28
CA $121
CA $166 total
May 27 - May 28
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! (947 reviews)
"Everything great"
Reviewed on May 24, 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundable
The price is CA $128 per night from Jun 15 to Jun 16
CA $128
CA $147 total
Jun 15 - Jun 16
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! (1,011 reviews)
"The room was very. Clean , expect the bathroom. Was dirty. . The mirror. Looked. Like it had not been cleaned. Ever !!"
Reviewed on May 24, 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
The price is CA $105 per night from Jun 23 to Jun 24
CA $105
CA $123 total
Jun 23 - Jun 24
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! (2,205 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.
