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
La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 13 Oct to 14 Oct
AU$204
13 Oct - 14 Oct
includes taxes & fees
8/10 Very Good! (1,270 reviews)
"I believe you should clean the room daily and if I want to opt-out I could ask. You are calling lack of house cleaning GREEN is a joke. Everything is very clean, and the bar is a welcoming environment. The hot breakfast is good."
Reviewed on 1 Oct 2025
Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 2 Nov to 3 Nov
AU$170
2 Nov - 3 Nov
includes taxes & fees
6.8/10 (1,000 reviews)
"Great and what we expected. Clean Room. Awesome beds. Staff was polite. Bathrooms a bit outdated, but great stay for the price."
Reviewed on 28 Sept 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 2 Nov to 3 Nov
AU$191
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"
Reviewed on 30 Sept 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.
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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.
