Best Resorts in Chestertown

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Our top choices for Chestertown resorts

1. 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, (1,001 reviews)
"Great location"
United States
Cynthia
$137 nightly
The price is $152
Nov 13 - Nov 14
Total with taxes and fees
Fort William Henry Hotel and Conference Center

2. Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark
3.5 star property
Queensbury
8.0 out of 10, Very good, (1,934 reviews)
"It was clean with large rooms and the kids enjoyed the water park!"
United States
Stephanie
$144 nightly
The price is $159
Nov 25 - Nov 26
Total with taxes and fees
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.

Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

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

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: Great Escape Lodge & Indoor Waterpark - Family-friendly resort, 10-minute walk from 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. Access to ski-in/ski-out access 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.

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