Chesterfield Holidays
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Top hotels in Chesterfield
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 9 Feb to 10 Feb
S$153
9 Feb - 10 Feb
includes taxes & fees
9.2/10 Wonderful! (2,237 reviews)
YES
Reviewed on 5 Feb, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 9 Feb to 10 Feb
S$169
9 Feb - 10 Feb
includes taxes & fees
9/10 Wonderful! (828 reviews)
Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and ...
Reviewed on 5 Feb, 2026
Comfort Inn & Suites
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is S$159 per night from 8 Mar to 9 Mar
S$159
8 Mar - 9 Mar
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
STAFF WAS FRIENDLY AND WELCOMING. ROOM WAS CLEAN AND COMFORTABLE.
Reviewed on 7 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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