Photo by Julie Miller

Search Resorts in Chestertown

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Compare 7 Resorts in Chestertown with updated reviews, rates, and availability.

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1091)
"Great stay.... as usual. Lots of fun for everyone. "
The price is SAR 597
SAR 829 total
includes taxes & fees
20 Mar - 21 Mar
Six Flags Great Escape Lodge & Indoor Waterpark

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very Good, (1003)
"Two night winter get-away. The hotel is in a great location and within walking distance to restaurants and bars. It's right on the lake and main Lake George strip. The main hotel is clean and the staff were excellent including the restaurant/bar staff. A few minor quibbles include adding some technology updates in the rooms including USB and/or outlets near the beds. The suites could also benefit from a second TV in the sitting area. The mountain view side actually overlooks the parking...
The price is SAR 378
SAR 476 total
includes taxes & fees
13 Apr - 14 Apr
Fort William Henry Hotel and Conference Center

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

Mohican Resort Motel - 2 Bedroom Efficiency

The price is SAR 413
SAR 488 total
includes taxes & fees
14 Mar - 15 Mar
Mohican Resort Motel - 2 Bedroom Efficiency

Mohican Resort Motel - 2 Bedroom Efficiency

The price is SAR 413
SAR 488 total
includes taxes & fees
14 Mar - 15 Mar
Mohican Resort Motel - 2 Bedroom Efficiency

Mohican Resort Motel - Townhome, 2 Bedrooms

The price is SAR 450
SAR 525 total
includes taxes & fees
17 Mar - 18 Mar
Mohican Resort Motel - Townhome, 2 Bedrooms

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

Lakefront cabin with beautiful loft, game room, views, private dock

9.2 out of 10, Wonderful, (36)
"Plenty of room for everyone, warm and relaxing."
Lakefront cabin with beautiful loft, game room, views, private dock

Year round Log Cabin on Loon Lake. Minutes from skiing at Gore Mountain

9.8 out of 10, Exceptional, (84)
"Wonderful stay. Owner very accomodating. We had everything we needed."
Year round Log Cabin on Loon Lake. Minutes from skiing at Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

10.0 out of 10, Exceptional, (106)
"A fantastic location for those looking to get away in the Adirondacks. Conveniently close to Chestertown, as well as many outdoor activities, Eagles Nest was an awesome location to stay at with friends and family. "
Eagles Nest at Loon Lake near Gore Mountain
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 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 - 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. 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.