Chester Holidays
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Photo by Elizabeth Massa Peroulakis
Top hotels in Chester
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street Springfield MA
Fully refundableReserve now, pay when you stay
The price is 2.914.659 ₫ per night from 25 Nov to 26 Nov
2.914.659 ₫
3.306.681 ₫ total
25 Nov - 26 Nov
includes taxes & fees
8/10 Very Good! (1,303 reviews)
C+
Reviewed on 13 Nov 2025
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (755 reviews)
The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway
Reviewed on 14 Nov 2025
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is 2.898.740 ₫ per night from 24 Nov to 25 Nov
2.898.740 ₫
3.367.404 ₫ total
24 Nov - 25 Nov
includes taxes & fees
9.2/10 Wonderful! (2,243 reviews)
Wonderful staff, great breakfasts.
Reviewed on 10 Nov 2025
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.
Popular places to visit
Chester Town Hall
You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests in this relaxing area.
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