Chesterfield, MA
Travel Guide
Visit Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$113 nightly
The price is $126 total per night from May 24 to May 25
$126 total
May 24 - May 25
Total with taxes and 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! (924 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on May 4, 2026
Hotel UMass
1 Campus Center Way Amherst MA
$135 nightly
The price is $151 total per night from May 10 to May 11
$151 total
May 10 - May 11
Total with taxes and fees
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (1,005 reviews)
It was good! Great location!
Reviewed on May 5, 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
$159 nightly
The price is $178 total per night from May 7 to May 8
$178 total
May 7 - May 8
Total with taxes and 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! (2,214 reviews)
property and staff were fantastic.. breakfast was good.. room was clean and big! will definitely stay there again
Reviewed on May 5, 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! (235 reviews)
The home was nicely equipped with everything you’d need. The host was very helpful and friendly. It’s a lovely property in a beautiful setting!
Reviewed on Mar 27, 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 ...
Cozy 1-bedroom house in overlooking the river close to downtown Northampton
Northampton MA
Stay at this vacation home in Northampton. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Connecticut River Greenway State Park ...
10/10 Exceptional! (2 reviews)
This is a very nice home. The kitchen was very well equipped, the bed was comfortable and the living space was very functional. The location was perfect for what we were doing. It was nice to be along the river. We could hear and see the crew team in the morning which was fun. John was very prompt ...
Reviewed on May 5, 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
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.
Chesterfield Town Hall
After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Amble around the area's parks or visit its shops.
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- Chesterfield Gorge
- University of Massachusetts Amherst
- Amherst College
- Mount Holyoke College
- Big E
- Smith College
- Holyoke Mall
- Berkshire East Ski Resort
- Jacob's Pillow
- Hampshire College
- Lee Premium Outlets
- Emily Dickinson Museum
- Historic Deerfield Village
- Historic Northampton
- Deerfield Academy
- Connecticut River
- Bridge of Flowers
- Eric Carle Museum of Picture Book Art
- Eaglebrook School
- Goose Pond Reservation
- Otis Reservoir
- Old Greenfield Village
- Chicopee Falls Dam
- Berkshire Museum
