Chesterfield Holidays
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Chesterfield Holiday
Our pick of the best Chesterfield Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$318 per night from 28 July to 29 July
NZ$318
28 July - 29 July
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"The room in lobby were great. The big front porch was actually a nice thing to have, because the fire pit was closed (and the guy worked the front desk at night said he didn’t have a key to start it.) The bar was closed. The boutique was closed and there really wasn’t anywhere else you could go. ..."
Reviewed on 26 June 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 28 July to 29 July
NZ$217
28 July - 29 July
includes taxes & fees
9.2/10 Wonderful! (2,141 reviews)
"great hotel, would definitely stay again..."
Reviewed on 27 June 2026
Hotel UMass
1 Campus Center Way Amherst MA
Fully refundableReserve now, pay when you stay
The price is NZ$251 per night from 2 July to 3 July
NZ$251
2 July - 3 July
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Very impressed with the continental breakfast (gluten free section was very much appreciated) and the ease of parking."
Reviewed on 27 June 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.
