Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place, Chester, NY
$134 nightly
The price is $158 total per night from Sep 1 to Sep 2
$158 total
Sep 1 - Sep 2
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)
"Good property. Close to a lot of options for food and entertainment."
Reviewed on Aug 19, 2025
Sonesta Simply Suites Nanuet
20 Overlook Blvd, Nanuet, NY
$105 nightly
The price is $122 total per night from Sep 1 to Sep 2
$122 total
Sep 1 - Sep 2
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! (1,000 reviews)
"Room Space, fridge"
Reviewed on Aug 20, 2025
Overlook Lodge at Bear Mountain
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
$132 nightly
The price is $150 total per night from Aug 25 to Aug 26
$150 total
Aug 25 - Aug 26
Total with taxes and fees
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! (1,001 reviews)
A cute bear themed hotel
"Overall our 2 nights stay at the hotel was good! It’s clean and comfortable. The lake was nice. The bear mt inn has multiple buildings around the lake. We got a room on 2Fl at the overlook lodge which was a bit far from the main building with no elevator. We didn’t bring a car so we had to walk back ..."
Reviewed on Aug 20, 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.
Charming 1-bedroom Rekindled Farmhouse Historic Sugar Loaf, NY
Chester
Stay at this vacation home in Chester. Enjoy air conditioning. Popular attractions LEGOLAND® New York and The Rock Sports Complex are located nearby.
10/10 Exceptional! (3 reviews)
Sweet place in Sugar Loaf
"Parking is easy, keypad makes checkin simple. Very clean, a bit funky layout but it is in an old house so that’s expected. No dishwasher, but double sink and plenty of hot water. Well supplied with “oops I forgot” items. Hosts are very pleasant. Their antiques & reclaimed wood business across the ..."
Reviewed on Jul 31, 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! (46 reviews)
Great stay and accommodations
"My family stayed in this condo while attending a week long event held at Mineral Hills Resort. It was the perfect location. The condo was the perfect distance from the venue. The condo was clean, comfortable and met all of our needs. Michael was very responsive and helpful throughout the whole process. ..."
Reviewed on Aug 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! (29 reviews)
"We enjoyed our stay. Accommodations were as described and pictured. Loved loved loved the covered deck and outside. Added so much space. Was Hoping to book again but our dates are already full"
Reviewed on Aug 19, 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
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
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
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