Chester Holidays
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Your Chester Holiday
Take the stress out of planning your next amazing adventure with a Chester holiday package. Whether you're lured here by its food, entertainment or something else, there's an inexhaustible array of experiences to be had. LEGOLAND® New York, The Rock Sports Complex and Castle Fun Centre are just some of the many attractions worth checking out during your trip to Chester. Expedia is here to help you escape your daily routine. Tailor your holiday to Chester to suit your style of travel, whatever that may be.
Chester Holiday
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 3,900 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Brotherhood Winery, Warwick Valley Winery and Distillery and Mount Peter Ski Area |
Our pick of the best Chester Hotel Deals
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
The price is AU$192 per night from 16 Oct to 17 Oct
AU$192
16 Oct - 17 Oct
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"Clean room, safe parking with bright street lights around the building and very clean exterior as well. Staff were friendly and respectful. Definitely recommend and returning."
Reviewed on 6 Oct 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 23 Oct to 24 Oct
AU$189
23 Oct - 24 Oct
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
Thank u Sonesta and Ashley
"The hotel was absolutely amazing. They are waiting for updates. Tbh the bed was very comfy. Clean environment. Everything was an A plus except the room can use a major update. Ex- t.v. was a Panasonic, futniture can be updated. But overall i would def recommended this hotel. Btw representative name ..."
Reviewed on 6 Oct 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is AU$200 per night from 3 Nov to 4 Nov
AU$200
3 Nov - 4 Nov
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing"
Reviewed on 6 Oct 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.
