Chesterfield Holidays
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Top hotels in Chesterfield
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 21 Sept to 22 Sept
S$162
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (646 reviews)
"Excellent location. Friendly staff."
Reviewed on 17 Sept, 2025
Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 2 Oct to 3 Oct
S$131
2 Oct - 3 Oct
includes taxes & fees
6.8/10 (1,009 reviews)
"Excellent overall!"
Reviewed on 13 Sept, 2025
D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 28 Sept to 29 Sept
S$193
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (2,235 reviews)
"Restaurant"
Reviewed on 17 Sept, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
