Chester, NY
Travel Guide
Visit Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
$140 nightly
The price is $172 total per night from Jul 1 to Jul 2
$172 total
Jul 1 - Jul 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 ...
8.6/10 Excellent! (1,004 reviews)
"Congrats"
Reviewed on Jun 17, 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
$93 nightly
The price is $107 total per night from Jul 6 to Jul 7
$107 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this golf hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (134 reviews)
"Good services"
Reviewed on Jun 20, 2026
The Crossroads Hotel, Newburgh
5 Lakeside Rd Newburgh NY
$106 nightly
The price is $125 total per night from Jun 22 to Jun 23
$125 total
Jun 22 - Jun 23
Total with taxes and fees
Book a stay at this 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! (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 Jun 20, 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.
Elegant Home w/7BRs, Game Room, Luxury Yard, Pool
Chester NY
Stay at this vacation home in Chester. Enjoy laundry facilities and air conditioning. Popular attractions LEGOLAND® New York and Castle Fun Center are located ...
8.8/10 Excellent! (3 reviews)
"Some thing good and some things not so good"
Reviewed on Jun 5, 2026
11BR Retreat w Pool & Game Room
Chester NY
Book a stay at this family-friendly villa in Chester. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Woodbury Common Premium Outlets ...
Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe NY
Stay at this vacation home in Monroe. Enjoy private pools, a fitness center, and a garden. Popular attractions Woodbury Common Premium Outlets and The Golf Club ...
10/10 Exceptional! (1 review)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group ..."
Reviewed on May 26, 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.
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.
Goosepond Mountain State Park
You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
Explore a world of travel with Expedia
- New York Hotels
- Hotels near Castle Fun Center
- Hotels near Museum Village
- Hotels near LEGOLAND® New York
- Hotels near The Rock Sports Complex
- Hotels near Goosepond Mountain State Park
- B&B in Sugar Loaf
- Sugar Loaf Hotels
- 5 Star Hotels in Sugar Loaf
- Rv Parks in Sugar Loaf
- Motels in Sugar Loaf
- Apartments in Sugar Loaf
- 4 Star Hotels in Sugar Loaf
- Cabin Rentals in Sugar Loaf
- Goshen Hotels
- Hotels near Goshen Historic Track
- Hotels near Harness Racing Museum and Hall of Fame
- Cabin Rentals in Goshen
- Hilton Hotels in Goshen
- B&B in Goshen
- Hotels with a Pool in Goshen
- Hotels with Hot Tubs in Goshen
- 4 Star Hotels in Goshen
- Apartments in Goshen
- Family Hotels in Goshen
- Hotels with Restaurants in Goshen
- Resorts in Goshen
- 5 Star Hotels in Goshen
- Pet-Friendly Hotels in Goshen
- Condo Rentals in Goshen
- Villas in Goshen
- Wyndham Hotels in Goshen
- Hotel Wedding Venues Hotels in Goshen
- Hotels with Connecting Rooms in Goshen
- Romantic Hotels in Goshen
- Luxury Hotels in Goshen
- Motels in Goshen
- Cottages in Goshen
- Hotels with an Outdoor Pool in Goshen
- Waterpark Hotels in Goshen
- 3 Star Hotels in Goshen
- Rv Parks in Goshen
- Resorts & Hotels with Spas in Goshen
- Winery Hotels in Goshen
- Non-Smoking Hotels in Goshen
- Hotels with Laundry Facilities in Goshen
- Hotels near Museum Village
- Walton Park Hotels
- Monroe Hotels
- 5 Star Hotels in Monroe
- Motels in Monroe
- Villas in Monroe
- B&B in Monroe
- Hotels with Hot Tubs in Monroe
- Romantic Hotels in Monroe
- Rv Parks in Monroe
- Florida Hotels
- Pet-Friendly Hotels in Monroe
- Beach Hotels in Monroe
- Hilton Hotels in Monroe
- Vacation Homes in Monroe
- Resorts in Monroe
- 4 Star Hotels in Monroe
- Hotels with Bars in Monroe
- Winery Hotels in Monroe
- Guest Houses in Monroe
- Car rentals near LEGOLAND® New York
- Car rentals near Sugar Loaf
- Car rentals near Goshen
- Thrifty Car Rental Rental Cars in Goshen
- Van Car Rentals in Goshen
- Enterprise Rental Cars in Goshen
- Budget Rental Cars in Goshen
- Luxury Car Rentals in Goshen
- Car rentals near Walton Park
- Car rentals near Monroe
- Budget Rental Cars in Monroe
- Castle Fun Center
- The Rock Sports Complex
- Goosepond Mountain State Park
- Museum Village
- LEGOLAND® New York
- Woodbury Common Premium Outlets
- Crystal Springs Golf Resort
- United States Military Academy
- Bear Mountain State Park
- Mountain Creek Waterpark
- Delaware River
- Minnewaska State Park
- Mountain Creek Ski Resort
- SplashDown Beach
- Orange County Fair Speedway
- Dia Beacon
- Resorts World Hudson Valley
- Hudson River
- Galleria at Crystal Run
- World Headquarters of Jehovah's Witnesses
- Angry Orchard
- Warwick Valley Winery and Distillery
- Brotherhood Winery
- Paramount Hudson Valley Theater
- Storm King Art Center
- Rockland County Courthouse
- Algonquin Park
- Hudson Highlands State Park
- West Point Museum
- Rockland Community College
- High Point State Park