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.

The Annual Holiday Sale

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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

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is AU$127 per night from 26 Feb to 27 Feb
AU$127
26 Feb - 27 Feb
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
The hotel is clean and the room was in very good condition. The staff is courteous. Some things that need to be upgraded are: The lock on the door to the pool wasn't working. A man who was in the pool let us in. He told us that it didn't work for him either. The lock on the door to our room had a ...

Reviewed on 19 Feb 2026

Holiday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 22 Mar to 23 Mar
AU$174
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (1,078 reviews)
Clean comfortable room

Reviewed on 23 Feb 2026

DoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 26 Feb to 27 Feb
AU$151
26 Feb - 27 Feb
includes taxes & fees
8.4/10 Very Good! (1,105 reviews)
Nice and quiet

Reviewed on 23 Feb 2026

Sonesta Simply Suites Nanuet
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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