Chester Holidays from AU$19,877
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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.
Wildflower Farms, Auberge Collection
Price was AU$20,285, price is now AU$19,877 per person
AU$19,877
per person
8 Jan - 15 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Newburgh (SWF)
18.8/10 Exceptional! (54 reviews)
Where do I start….
Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring.
The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof).
Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us.
Reviewed on 16 Sept 2025
Chester Holiday
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 3,900 |
Max Temp Winter | 2 ºC |
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$143 per night from 30 Nov to 1 Dec
AU$143
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Very clean. Dev at EA
Reviewed on 18 Nov 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 30 Nov to 1 Dec
AU$202
30 Nov - 1 Dec
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
Rooms were very nice, very clean, staff was polite.
Reviewed on 18 Nov 2025
DoubleTree by Hilton Hotel Nanuet
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 7 Dec to 8 Dec
AU$191
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Location was convent to hop on and off traveling towards the city. Hotel staff were pleasantly upbeat during the entire stay
Reviewed on 17 Nov 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.
