Photo by Julie Miller

Search Resorts in Chestertown

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Compare 4 Resorts in Chestertown with updated reviews, rates, and availability.

Six Flags Lodge & Indoor Waterpark
Aerial view

Six Flags Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1018)
"A great stay. Staff very friendly. "
The price is SAR 457
SAR 671 total
includes taxes & fees
8 Dec - 9 Dec
Six Flags Lodge & Indoor Waterpark
Fort William Henry Hotel and Conference Center
Outdoor pool

Fort William Henry Hotel and Conference Center

3.0 star property
8.2 out of 10, Very Good, (1006)
"Loved the view, staff was super nice Just was alittle loud outside our room due to other guests"
The price is SAR 359
SAR 454 total
includes taxes & fees
27 Nov - 28 Nov
Fort William Henry Hotel and Conference Center
Lake George 5 Bed/ 3 Bath home w/ lake & resort access
Exterior

Lake George 5 Bed/ 3 Bath home w/ lake & resort access

9.6 out of 10, Exceptional, (7)
"This house was perfect for our group of 8 adults in town for a long weekend. There was plenty of room for us and more if we wanted. House was clean, listing was accurate and location was perfect. Todd was very helpful with our many questions. Will book again for next year."
Lake George 5 Bed/ 3 Bath home w/ lake & resort access
Cozy 2 Bedroom Cottage
Private kitchen

Cozy 2 Bedroom Cottage

Cozy 2 Bedroom Cottage
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.
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Other property types in Chestertown

Peaceful Lakeside Retreat with Private Beach
Lake

Peaceful Lakeside Retreat with Private Beach

9.2 out of 10, Wonderful, (17)
"It was clean, nicely decorated, everything was new and in working order. Would suggest adding some face/wash cloths and top sheet for bed. Also, bed was comfortable but squeaked every time you made a move. All in all nice property and enjoyed our time :)"
Peaceful Lakeside Retreat with Private Beach
Cozy retreat with fireplace, kayaks, and shared beach/pond access

Cozy retreat with fireplace, kayaks, and shared beach/pond access

9.0 out of 10, Wonderful, (16)
"Beautiful place wood location"
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Great Room

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10.0 out of 10, Exceptional, (53)
"Host John was like best of friends. Couldn’t have done more for us. Sue too was very nice. Pearl and ruby, their do"
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
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.

Frequently asked questions

What can I expect from a resort vacation in Chestertown?
You deserve a vacation, and a resort is the ideal place to treat yourself to the amenities and services you need for a relaxing stay in Chestertown. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you want great restaurants on site, shopping possibilities, or nightly entertainment options.
What's the best resort in Chestertown?
Our top-rated resorts around Chestertown: Six Flags Lodge & Indoor Waterpark - Family-friendly resort, 10-minute walk from Six Flags Great Escape. 21.4 mi (34.5 km) from Chestertown. Has 3 restaurants, 2 bars, and a free water park. Popular for its family-friendly amenities. Fort William Henry Hotel and Conference Center - Family-friendly resort right by Fort William Henry. 16.7 mi (26.8 km) from Chestertown. Highly rated for its great location. Enjoy the 2 restaurants, seasonal outdoor pool, and sauna. Lake George 5 Bed/ 3 Bath home w/ lake & resort access - Ski resort, 5-minute walk from Lake George. 14.4 mi (23.2 km) from Chestertown. Access to ski-in/ski-out access, a water park, and an outdoor pool.
What can I do in Chestertown?
Loon Lake Beach, Friends Lake, and Loon Lake are a few of the interesting sights to visit. For more to see in the area, you can spend time at Hudson River or Tripp Pond.
What's the weather like in Chestertown?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What's the best way to get to and around Chestertown?
Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) away from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.