Search Resort Hotels in Chestertown from CA $236

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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
8.6 out of 10, Excellent, (1,003 reviews)
"Best vacation spot from every aspect. "
United States
Amee
The price is CA $218
CA $268 total
includes taxes & fees
Jun 21 - Jun 22
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
8.0 out of 10, Very good, (1,676 reviews)
"Very clean, very family friendly with many options and loved the in door water park"
United States
Lee
The price is CA $213
CA $236 total
includes taxes & fees
Jun 17 - Jun 18
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

Find out more about Chestertown

Chestertown Resorts information

Number of reviews
2,679
Accommodation
6 Resorts
Lowest Price
CA $236
Highest Price
CA $268

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. Mohican Resort Motel - Townhome, 2 Bedrooms - 20.1 mi (32.3 km) from Chestertown. Amenities include a fitness center.
What can I do in Chestertown?
Revolution Rail Co. offers fun for the whole family, while Lake George is one of the most popular places to visit nearby. For more to see in the area, you can spend time at Loon Lake Beach or Friends Lake.
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.

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