Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
The price is $116 total per night from Nov 6 to Nov 7
$116 total
per night
Nov 6 - Nov 7
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
Friendly staff and comfy room. Will stay again.
Reviewed on Oct 22, 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
The price is $123 total per night from Nov 19 to Nov 20
$123 total
per night
Nov 19 - Nov 20
Book a stay at this business-friendly hotel in Nanuet. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,049 reviews)
Everything was good
Reviewed on Oct 26, 2025
The Crossroads Hotel, Newburgh
5 Lakeside Rd, Newburgh, NY
The price is $129 total per night from Nov 3 to Nov 4
$129 total
per night
Nov 3 - Nov 4
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (656 reviews)
Yes, every thing was clean. Staff was very friendly. My only complaint was , that a handicap room should have a raised toilet in those rooms.
Reviewed on Oct 31, 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.
Luxury 9BR Retreat w/Pool & Hot Tub
Chester, NY
Book a stay at this family-friendly villa in Chester. Enjoy free WiFi, private pools, and a garden. Popular attractions LEGOLAND® New York and Woodbury Common ...
Pool was not open or usable but we were not interested in doing that
Reviewed on Oct 12, 2025
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
Stay at this vacation home in Fishkill. Enjoy a garden, laundry facilities, and patios. Popular attractions SplashDown Beach and Van Wyck Homestead Museum are ...
9.6/10 Exceptional! (41 reviews)
We had 5 people and enjoyed the property immensely. I cozy and has plenty of kitchen supplies. All the beds were comfortable. The location was prefect for visiting West Point. Thanks!
Reviewed on Oct 15, 2025
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
Stay at this cottage in Fort Montgomery. Enjoy free WiFi, a garden, and patios. Popular attractions Bear Mountain State Park and Manitoga The Russel Wright Design ...
9.8/10 Exceptional! (105 reviews)
Best please I ever stayed in the area. Host is very responsive. View from the place is fairly amazing. I will definitely come back to this place.
Reviewed on Oct 5, 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.
Popular places to visit
Castle Fun Center
4/5(7 reviews)
You can take time to visit Castle Fun Center during your travels to Chester. While you're in the area, find time to visit its shops.
The Rock Sports Complex
4/5(4 reviews)
Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.
Museum Village
5/5(1 review)
You can spend an afternoon exploring the galleries in Museum Village during your trip to Chester. While in this family-friendly area, find time to visit its shops.
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- Castle Fun Center
- The Rock Sports Complex
- Museum Village
- Goosepond Mountain State Park
- Woodbury Common Premium Outlets
- LEGOLAND® New York
- Crystal Springs Golf Resort
- Bear Mountain State Park
- United States Military Academy
- Mountain Creek Waterpark
- Dia Beacon
- Mountain Creek Ski Resort
- World Headquarters of Jehovah's Witnesses
- Minnewaska State Park
- SplashDown Beach
- Angry Orchard
- Storm King Art Center
- Rockland County Courthouse
- Orange County Fair Speedway
- Hudson River
- Warwick Valley Winery and Distillery
- Rockland Community College
- Brotherhood Winery
- Harriman State Park
- Resorts World Hudson Valley
- Campgaw Mountain Ski Area
- High Point State Park
- Ramapo College of New Jersey
- West Point Museum
- Algonquin Park
- Michie Stadium
- Ice Time Sports Complex