Chesterfield, MA
Travel Guide
Visit Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$152 nightly
The price is $170 total per night from Jun 11 to Jun 12
$170 total
Jun 11 - Jun 12
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! (971 reviews)
"rented for 2 nights. Apt was clean and climate control worked as expected. Nicely equipped location is good."
Reviewed on Jun 9, 2026
Hotel UMass
1 Campus Center Way Amherst MA
$127 nightly
The price is $142 total per night from Jul 2 to Jul 3
$142 total
Jul 2 - Jul 3
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! (1,020 reviews)
"There is a serious need for improvement in the breakfast menu. I came downstairs twice for breakfast, but the menu appeared to cater primarily to individuals over 60 years of age and did not offer enough variety. Expanding the selection with more diverse and appealing options would better meet the ..."
Reviewed on Jun 9, 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
$90 nightly
The price is $103 total per night from Jul 2 to Jul 3
$103 total
Jul 2 - Jul 3
Total with taxes and 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! (1,009 reviews)
"Staff were good, room clean, breakfast good, air condition good, swimming pool not to good, totally different than the picture,,"
Reviewed on Jun 9, 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.
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! (5 reviews)
"The place is completely remodeled inside and brand new. My only critique to John would be get some drink coasters other than that, fantastic stay, Loved it.!"
Reviewed on Jun 3, 2026
Family Friendly Modern 3-bedroom Cottage w/ central AC & high end appliances
Chester MA
Stay at this cottage in Huntington. Enjoy a garden, laundry facilities, and patios. Popular attractions Glendale Falls and Fox Den Wildlife Management Area are ...
Little Longbow Lakefront Chalet
Becket MA
Book a stay at this family-friendly chalet in Becket. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Pyramid Lake and Jacob's ...
9.8/10 Exceptional! (26 reviews)
"Great property! Super communicative and responsive owner - such a nice place to stay!"
Reviewed on Jun 1, 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.
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.
Chesterfield Public Library
Chesterfield Public Library is just one of the places to see in Chesterfield, so why not enjoy the other things to explore during your travels? Amble around the area's parks or visit its shops.
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- Chesterfield Gorge
- University of Massachusetts Amherst
- Amherst College
- Big E
- Connecticut River
- Smith College
- Mount Holyoke College
- Berkshire East Ski Resort
- Holyoke Mall
- Hampshire College
- Jacob's Pillow
- Mount Greylock State Reservation Visitor Center
- Lee Premium Outlets
- Historic Deerfield Village
- Deerfield Academy
- Historic Northampton
- Goose Pond Reservation
- Chicopee Falls Dam
- Colonial Theater
- Eaglebrook School
- Smith College Botanic Garden
- Bridge of Flowers
- Olympia Ice Center