Chester Holidays
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Chester Holiday
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 NZ$300 per night from 1 July to 2 July
NZ$300
1 July - 2 July
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Congrats"
Reviewed on 17 June 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 6 July to 7 July
NZ$187
6 July - 7 July
includes taxes & fees
8.2/10 Very Good! (134 reviews)
"Good services"
Reviewed on 20 June 2026
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
The price is NZ$215 per night from 13 July to 14 July
NZ$215
13 July - 14 July
includes taxes & fees
7.2/10 Good! (785 reviews)
"Carpet stained with what appeared to be a red paint or blood. Uncomfortable pillows, hair on sheets, broken shampoo dispenser. I would not stay there again"
Reviewed on 20 June 2026
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.
Discover the most popular places to visit in Chester
Museum Village
You can spend an afternoon studying the exhibits at Museum Village in Chester. While in this family-friendly area, find time to visit its shops.
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- Mohonk Preserve Visitor Center
- Motorcyclepedia Museum
- New Hampton Holidays
- Newburgh Holidays
- Delano-Hitch Recreation Park
- Pierson Park
- Elmwood Playhouse
- Union Church of Pocantico Hills
- Lake Tiorati Beach
- New Windsor Holidays
- Brotherhood Winery
- G. Steve Jordan Gallery
- Walkway Over the Hudson State Historic Park
- Stonecrop Gardens
- Rockland Community College
- Kadampa Meditation Center New York and World Peace Temple
- East Fishkill Community Library
- Holiday Mountain Ski and Fun Park
- Bear Mountain State Park
- Peekskill Museum
- Orange County Arboretum
- The Kartrite Resort & Indoor Waterpark
- Clinton House State Historic Site
- Edward Hopper House Art Center
- Cornwall Holidays
- Foundry Dock Park
- Accord Holidays
- Chadwick Lake Park
- Sing Sing Correctional Facility
- David Crawford House
- Visit New Windsor
- Visit Kiryas Joel
- Visit New Hampton
- Visit Maybrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
