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Our top choices for Chestertown resorts

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.4 out of 10, Very Good, (1,002 reviews)
"Stayed here for New Year’s Eve .dinner and staff were amazing fire works and live music. Had a great stay!!"
United States
Michael
The price is AED 434
AED 552 total
includes taxes & fees
19 Feb - 20 Feb
Fort William Henry Hotel and Conference Center

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
Queensbury
7.8 out of 10, Good, (1,498 reviews)
"everything was perfect and the staff was so extremely nice!"
United States
Brady
Six Flags Great Escape Lodge & Indoor Waterpark
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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Top Chestertown Hotel Reviews

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 Great Escape 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 - Situated just 10 minutes away from Lake George. 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. Amenities include 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.