Chesterfield Holidays
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Chesterfield Holiday
Our pick of the best Chesterfield Hotel Deals
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,245 reviews)
Staff was very nice, room was clean. Breakfast was good.
Reviewed on 9 Feb 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$247 per night from 19 Feb to 20 Feb
NZ$247
19 Feb - 20 Feb
includes taxes & fees
9/10 Wonderful! (838 reviews)
Perfect location, big rooms, nice staff.
Reviewed on 10 Feb 2026
Comfort Inn & Suites
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 8 Mar to 9 Mar
NZ$209
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
Very courteous staff and a nice, clean room. Great hot breakfast. Only complaint-the pool too cold! Would definitely recommend.
Reviewed on 10 Feb 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.
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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.
