Chester Trip
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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 ₹9,818 per night from 1 Feb to 2 Feb
₹9,818
₹11,406 total
1 Feb - 2 Feb
includes taxes & fees
9.2/10 Wonderful! (2,249 reviews)
Clearly obvious that the American flag was not being flown daily on the center pole, by the state flag was up on the side pole!
Reviewed on 1 Jan 2026
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is ₹12,550 per night from 14 Jan to 15 Jan
₹12,550
₹18,039 total
14 Jan - 15 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!
Reviewed on 26 Dec 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundable
The price is ₹8,332 per night from 6 Jan to 7 Jan
₹8,332
₹9,306 total
6 Jan - 7 Jan
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Staff was very pleasant and friendly. From front desk to valet.
Reviewed on 1 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.
