Chesterfield, MA
Travel Guide
Visit Chesterfield
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
$142 nightly
The price is $158 total per night from Aug 11 to Aug 12
$158 total
Aug 11 - Aug 12
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! (2,087 reviews)
"After receiving several messages on this platform leading up to the stay, we arrived and were told by front desk that the hot tub was suddenly out of order for an unknown reason, and the pool was also out in conjunction with that. When I asked if they would refund the additional resort fee, they ..."
Reviewed on Aug 5, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
$138 nightly
The price is $155 total per night from Aug 30 to Aug 31
$155 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Hotel Northampton
36 King Street Northampton MA
$165 nightly
The price is $184 total per night from Aug 9 to Aug 10
$184 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,011 reviews)
"Great location, walking distance to everything."
Reviewed on Aug 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.
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield MA
Stay at this cabin in Sandisfield. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Lake Garfield and Otis Ridge are located ...
9.6/10 Exceptional! (54 reviews)
"We had a wonderful stay! The tennis court is a nice feature and the screened in porch was perfect for enjoying the passing summer storms while staying nice and dry."
Reviewed on Jul 2, 2026
Lakefront Bungalow
Otis MA
Stay at this vacation home in Otis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Larkum Pond and Otis Reservoir 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.
Stay near popular Chesterfield attractions
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- Chesterfield Gorge
- University of Massachusetts Amherst
- Big E
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- Lee Premium Outlets
- Berkshire East Ski Resort
- Holyoke Mall
- Connecticut River
- Jacob's Pillow
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- Hampshire College
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- Eric Carle Museum of Picture Book Art
- Zoar Outdoor/Deerfield Valley Canopy Tours
- Bridge of Flowers
- Otis Reservoir
- Emily Dickinson Museum
- Smith College Botanic Garden
- Colonial Theater
- Deerfield River