4/5 - Good
Verified traveler
Nice, friendly town.
Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
The price is AED 540 per night from Apr 20 to Apr 21
AED 540
AED 611 total
includes taxes & fees
20 Apr - 21 Apr
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! (1,000 reviews)
"I only stayed for the night but the front desk was nice and quick. Area is very quiet and peaceful."
Reviewed on 11 April 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is AED 424 per night from Apr 20 to Apr 21
AED 424
AED 480 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,002 reviews)
Decent
"Exactly what I needed! Great view, cool breeze, and quiet! Staff were friendly, rooms were comfortable. The food at the restaurant is just okay."
Reviewed on 17 April 2025
La Quinta Inn & Suites by Wyndham Middletown
551 Route 211 E, Middletown, NY
The price is AED 465 per night from May 1 to May 2
AED 465
AED 550 total
includes taxes & fees
1 May - 2 May
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (673 reviews)
"The best part about our stay was the staff. We were warmly greet by Anthony who took care of us immediately, provided information about the hotel's amenities, and local restaurants and shopping. The morning staff also eent above and beyond to ensure we had an amazing stay. Checking out with Rachel ..."
Reviewed on 15 April 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.
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
Stay at this vacation home in Fishkill. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions SplashDown Beach and Van Wyck Homestead Museum ...
9.6/10 Exceptional! (5 reviews)
Lots of room
"Plenty of room for my family"
Reviewed on 20 March 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! (90 reviews)
Peace quiet
"Awesome"
Reviewed on 22 February 2025
Private Lakefront Home With Kayaks * Stunning Sunsets * Panoramic View
Newburgh
Book a stay at this family-friendly vacation home in Newburgh. Enjoy free WiFi, a water park, and a fitness center. Our guests praise the helpful staff in our ...
10/10 Exceptional! (283 reviews)
Great Experience
"The property is beautiful. It was cold when we were there, so we weren't able to take advantage of the outdoor amenities. The owner was very kind and communicated at a high level. I would highly recommend this property."
Reviewed on 14 April 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
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.
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.
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.
Reviews of Chester
4.2
Top Destination
5/5 - Excellent
Rosalie
I also visited Franklin D. Roosevelt's Hyde Park home, Library, & Museum.We went to the Mower Flea Market in Woodstock, NY. We also went to the Ulster County Fair.We were disappointed that the Culinary Arts Institute Restaurants were closed.
5/5 - Excellent
Verified traveler
Advise caution; Kathy's scones are seriously addictive. The Chester-Blooming Grove-Washingtonville and larger area has a sufficient number of interesting restaurants. This is a peaceful location to stay for day trips to Hudson Valley attractions.
5/5 - Excellent
Verified traveler
Tina's pizza was great
3/5 - Okay
Verified traveler
Lots of fast food and gas stations. One bright spot the Chester Dinner has good food band an extensive gluten free menu.
4/5 - Good
Verified traveler
make a trip to Bellville dairy for their ice cream!
- The Rock Sports Complex
- Castle Fun Center
- Museum Village
- Goosepond Mountain State Park
- LEGOLAND® New York
- Woodbury Common Premium Outlets
- Crystal Springs Golf Resort
- Bear Mountain State Park
- World Headquarters of Jehovah's Witnesses
- United States Military Academy
- Mountain Creek Ski Resort
- Mountain Creek Waterpark
- Dia Beacon
- Minnewaska State Park
- Ramapo College of New Jersey
- Rockland County Courthouse
- Storm King Art Center
- SplashDown Beach
- Hudson River
- Brotherhood Winery
- Angry Orchard
- Warwick Valley Winery and Distillery
- Resorts World Hudson Valley
- Orange County Fair Speedway
- Rockland Community College
- Harriman State Park
- Orange County Fairgrounds
- High Point State Park
- Campgaw Mountain Ski Area
- West Point Museum
- Michie Stadium
- Paramount Hudson Valley Theater