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

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is AU$199 per night from 16 Apr to 17 Apr
AU$199
16 Apr - 17 Apr
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
As soon as I walked into the hotel I received a welcoming greeting and a smooth check-in. The room was very nice and clean. The beds were comfortable and the soap/shampoo/conditioner/lotion options provided were a nice touch. There was a variety of options for breakfast. From omelettes to pancakes, ...

Reviewed on 9 Apr 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$210 per night from 19 Apr to 20 Apr
AU$210
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (1,094 reviews)
Hot tub not working, the water was warm. The room furniture was in poor condition/damaged(I have pictures). My husband and I were very disappointed. We expected better considering the name Doubletree. The room had a very uncomfortable smell coming from the AC unit which became stronger when you turned ...

Reviewed on 10 Apr 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$170 per night from 30 Apr to 1 May
AU$170
30 Apr - 1 May
includes taxes & fees
8.4/10 Very Good! (1,156 reviews)
Good

Reviewed on 7 Apr 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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