A waterfront town with a pier, dock, and several buildings.

Best Resorts in Chestertown

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Check prices for these dates

Next weekend
Jul 31 - Aug 2
In two weeks
Aug 7 - Aug 9
In one month
Aug 21 - Aug 23
In two months
Sep 18 - Sep 20

Our top choices for Chestertown resorts

Water park

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, (1,747 reviews)
"A very clean establishment restaurant on site was really good definitely will be back again even though I am local to the area"
United States
Rebecca
$229 nightly
The price is $254
Aug 12 - Aug 13
Total with taxes and fees
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

Tiki Resort

Tiki Resort

10/10 Excellent
"Adorable hotel with great pools and restaurants. Loved that there was not a cheap gross breakfast, happy to pay a few dollars to get a wonderful breakfast right at the hotel !"
Kevin 1-night trip
Posted 5 hours ago
Tiki Resort

Find out more about Chestertown

Chestertown Resorts information

Number of reviews
1,747
Accommodation
3 Resorts
Lowest Price
$254
Highest Price
$254

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 - Located right by Fort William Henry Museum. 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 and an outdoor pool.
What can I do in Chestertown?
Blue Line Outdoor Center 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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