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
$112 nightly
The price is $132 total per night from Sep 28 to Sep 29
$132 total
Sep 28 - Sep 29
Total with taxes and fees
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)
"Wonderful place to stay. The breakfast was delicious, the only thing probably the small pool too much chlorine and too close, and they don't have enough towels"
Reviewed on Aug 31, 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
$106 nightly
The price is $124 total per night from Oct 7 to Oct 8
$124 total
Oct 7 - Oct 8
Total with taxes and fees
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! (1,005 reviews)
"Glad I took a chance, location was clean, staff was great. No complaints!!"
Reviewed on Sep 7, 2025
Hampton Inn & Suites Mahwah
290 Rt 17s, Mahwah, NJ
$127 nightly
The price is $145 total per night from Oct 2 to Oct 3
$145 total
Oct 2 - Oct 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Mahwah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,309 reviews)
"All good"
Reviewed on Sep 7, 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.
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! (104 reviews)
"Most beautiful views in town! Wish we could have seen the fall foliage. Quick drive to West Point. Very nice hosts!"
Reviewed on Aug 31, 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! (32 reviews)
"Wonderfully responsive and accommodating host. Property was clean and spacious with a nice outdoor deck. Excellent value. Home is built into a hill, so apartment is mostly basement with limited direct sun/ventilation. It was fine for a couple of nights, but maybe something to consider if you're coming ..."
Reviewed on Sep 9, 2025
Mtn Creek Resort Condo - Mountain Bike, Hike, Golf, Swim, Legoland, NYC 1 Hour
Vernon Township
Book a stay at this ski condo in Vernon. Enjoy free WiFi, a water park, and a garden. Popular attractions Mountain Creek Waterpark and Crystal Springs Golf Resort ...
10/10 Exceptional! (48 reviews)
"We had such a wonderful stay! Our host was amazing—so friendly and easy to communicate with from start to finish. The condo itself is beautiful, very clean, and had the perfect amount of space for our family of 5 (with 3 kids).The location was ideal—close to all the fun activities we had planned. ..."
Reviewed on Sep 1, 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.
Reviews of Chester
4.2
Top Destination
5/5 - Excellent
Verified traveler
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!
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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