Chester Holidays
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Your Chester Holiday
The lively city of Chester is calling. Uncover both its hidden gems and highlights with a Chester holiday package that's tailored to you. Chester Town Hall and Becket Land Trust Historic Quarry are some of the major attractions to check out during a trip to Chester. No matter your travel plans or budget, putting together the ultimate tailored Chester holiday is a walk in the park with Expedia.
Chester Holiday
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Population | 630 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Maple Corner Farm Cross Country Ski Area, Blandford Ski Area and Chester Town Hall |
Our pick of the best Chester Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 14 June to 15 June
AU$220
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (960 reviews)
"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"
Reviewed on 28 May 2026
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Fully refundable
The price is AU$145 per night from 29 June to 30 June
AU$145
29 June - 30 June
includes taxes & fees
7/10 Good! (1,003 reviews)
"Clean comfortable rooms, balcony views, staff was nice and helpful, very clean good smelling"
Reviewed on 31 May 2026
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 14 June to 15 June
AU$156
14 June - 15 June
includes taxes & fees
9.2/10 Wonderful! (2,194 reviews)
"Very nice"
Reviewed on 31 May 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.
