Chester Holidays
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Top hotels in Chester
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is Rp1.957.715 per night from 13 Jan to 14 Jan
Rp1.957.715
Rp2.274.227 total
13 Jan - 14 Jan
includes taxes & fees
9.2/10 Wonderful! (2,263 reviews)
The staff was super helpful and courteous. The room and public areas were superb. We did not use the pool but the area was neatly kept and very attractive (brightly colored and well lit). The hotel is located in a safe area, surrounded by woods, and overlooking the Connecticut River.
Reviewed on 6 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is Rp1.659.783 per night from 1 Feb to 2 Feb
Rp1.659.783
Rp2.229.713 total
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (808 reviews)
Great staff, clean comfortable room.
Reviewed on 7 Jan 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is Rp1.648.262 per night from 23 Jan to 24 Jan
Rp1.648.262
Rp1.841.176 total
23 Jan - 24 Jan
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Another good 2 night stay. Did have a slow shower drain but reported that to maintenance and it was fixed right away. Good service. And also the restaurant is quite good featuring an American menu with a Southern emphasis. The parking garage demo is moving quickly by the way. More parking close to ...
Reviewed on 7 Jan 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.
