Chesterfield Holidays

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Top Flight + Hotel Deals in Chesterfield

Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Hilton Boston Back Bay
Revere Hotel Boston Common
Eurostars The Boxer
Maverick Suites at 402 Columbus Ave

Top hotels in Chesterfield

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is €102 per night from 8 Feb to 9 Feb
€102
8 Feb - 9 Feb
includes taxes & fees
9.2/10 Wonderful! (2,234 reviews)
Great service, clean & quiet rooms, and a solid breakfast to start the day

Reviewed on 3 Feb 2026

D. Hotel Suites & Spa
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is €112 per night from 8 Feb to 9 Feb
€112
8 Feb - 9 Feb
includes taxes & fees
9/10 Wonderful! (826 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.

Reviewed on 1 Feb 2026

Berkshire Mountain Lodge
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St Hadley MA
Fully refundableReserve now, pay when you stay
The price is €106 per night from 9 Feb to 10 Feb
€106
9 Feb - 10 Feb
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Clean room, friendly staff,

Reviewed on 1 Feb 2026

Comfort Inn & Suites
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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