Chester Vacations
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Find the Best Chester Vacation Packages
Chester Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩128,200 per night from May 24 to May 25
₩128,200
₩175,848 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (929 reviews)
These are all 1 bedroom suites. There was plenty of room in kitchen cupboards for our groceries. The kitchen was well supplied with cooking utensils, dishes and glassware. The location is excellent with several grocery stores and restaurants close by. Everything was perfect except for the height ...
Reviewed on May 11, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ₩165,979 per night from May 14 to May 15
₩165,979
₩185,387 total
May 14 - May 15
includes taxes & fees
9/10 Wonderful! (937 reviews)
we would have had breakfast there but it is a limited menu. Beautiful hotel staff is very friendly. This is my second visit and plan to return :)
Reviewed on May 11, 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundable
The price is ₩142,990 per night from Jun 4 to Jun 5
₩142,990
₩163,652 total
Jun 4 - Jun 5
includes taxes & fees
7/10 Good! (1,009 reviews)
Interesting layout with the hotel connected to a japanese restaurant. Generally, the building and its hallways/carpeting look old and a bit worn, however the Rooms were very clean with updated bathrooms and sufficient amenities (refrigerator etc).
Reviewed on May 11, 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.
