Chester Holidays from AU$3,104
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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.
The Latest Chester Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Price was AU$3,139, price is now AU$3,139 per person
AU$3,139
per person
1 Dec - 6 Dec
found 14 hours ago
Return direct flight included
Brisbane (BNE) to Newburgh (SWF)
8.4/10 Very Good! (1,014 reviews)
The view of the river from the front is beautiful. I would stay here again.
Reviewed on 22 Oct 2025
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
Fully refundable
The price is AU$223 per night from 26 Oct to 27 Oct
AU$223
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
Was a clean room and breakfast was decent
Reviewed on 18 Oct 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 11 Nov to 12 Nov
AU$175
11 Nov - 12 Nov
includes taxes & fees
8.2/10 Very Good! (1,027 reviews)
Great place to stay! Front desk staff are always pleasant
Reviewed on 17 Oct 2025
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
The price is AU$178 per night from 26 Oct to 27 Oct
AU$178
26 Oct - 27 Oct
includes taxes & fees
7.2/10 Good! (623 reviews)
It's evident property is in transitio. Upgrades need to continue!
Reviewed on 19 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.
