Chester Vacations
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Find the Best Chester Vacation Packages
Chester Hotel Deals
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is ₩186,932 per night from Feb 2 to Feb 3
₩186,932
₩217,167 total
Feb 2 - Feb 3
includes taxes & fees
9.2/10 Wonderful! (2,229 reviews)
Clean, cozy on a very cold night! Breakfast had a good variety and staff was pleasant. Will definitely go back
Reviewed on Jan 31, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩142,556 per night from Feb 2 to Feb 3
₩142,556
₩191,507 total
Feb 2 - Feb 3
includes taxes & fees
9/10 Wonderful! (821 reviews)
Friendly informed staff, super clean room, the hot chocolate machine !!!!!
Reviewed on Jan 27, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is ₩162,513 per night from Feb 9 to Feb 10
₩162,513
₩209,768 total
Feb 9 - Feb 10
includes taxes & fees
9/10 Wonderful! (827 reviews)
Staff was wonderful. Rooms were very well stocked The kids loved the game room and dvd borrowing
Reviewed on Jan 19, 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.
