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$159 per night from 15 Jul to 16 Jul
S$159
15 Jul - 16 Jul
includes taxes & fees
9.2/10 Wonderful! (2,153 reviews)
"Great place"
Reviewed on 21 Jun, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is S$238 per night from 8 Jul to 9 Jul
S$238
8 Jul - 9 Jul
includes taxes & fees
9/10 Wonderful! (997 reviews)
"Property very well maintained, everything you would need for an extended stay, we stayed one night for a show at Tanglewood(20” away) The rooms have microwave, fridge, dishes, dishwasher,etc. everything you would need to eat in. Also pool, hot tub, exercise and movies at night in a great room. Helpful ..."
Reviewed on 21 Jun, 2026
Hotel UMass
1 Campus Center Way Amherst MA
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 2 Jul to 3 Jul
S$184
2 Jul - 3 Jul
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Not good, definitely not even close to worth the inflated fee we were charged. How expedia has this rated so good is a mystery. On par with a red roof or such and a hassle finding it and getting in. No real lobby, through an underground parking garage and a maze."
Reviewed on 22 Jun, 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. 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.
