
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

D. Hotel Suites & Spa
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$210 per night from 22 Dec to 23 Dec
AU$210
includes taxes & fees
22 Dec - 23 Dec
9.2/10 Wonderful! (2,332 reviews)
"Really nice hotel. The staff is helpful and friendly. Rooms are really nice. The next door restaurant is really good. Overall excellent stay !"
Reviewed on 17 Dec. 2024

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 26 Dec to 27 Dec
AU$193
includes taxes & fees
26 Dec - 27 Dec
8/10 Very Good! (1,257 reviews)
Gross grounds!
"This hotel is very nice inside. The bed was very comfortable, and I slept well there! My biggest complaint was that the available grass for walking my dog was completely nasty! Apparently, there is no one tending to the grounds because the available spots for walking were full of poop!"
Reviewed on 10 Dec. 2024

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 1 Jan to 2 Jan
AU$160
includes taxes & fees
1 Jan - 2 Jan 2025
9/10 Wonderful! (453 reviews)
Highly recommend!
"The young lady working at the front desk was very prompt and cordial upon my check-in. It was simply nice room, thoughtfully done yet comfortable and a great location!"
Reviewed on 12 Dec. 2024
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.