
Chesterfield Holidays
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Top hotels in Chesterfield

Quality Inn West Springfield
1150 Riverdale St, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is €85 per night from 17 Aug to 18 Aug
€85
17 Aug - 18 Aug
includes taxes & fees
7/10 Good! (1,008 reviews)
"Staff was very friendly. The price was right"
Reviewed on 4 Aug 2025

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (537 reviews)
"Great location to stay between Tanglewood concerts. Will come again."
Reviewed on 2 Aug 2025

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is €110 per night from 24 Aug to 25 Aug
€110
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (2,237 reviews)
"Nice hotel with mediocre breakfast"
Reviewed on 1 Aug 2025
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 forests while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.