Photo by Julie Miller

Search Resorts in Chestertown

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Compare 4 Resorts in Chestertown with updated reviews, rates, and availability.

Six Flags Lodge & Indoor Waterpark
3.5 star property
7.6 out of 10, Good, (1006)
"Water park was just ok, kids liked it. Probably won’t go again for the price."
The price is AED 356
AED 393 total
includes taxes & fees
30 Sep - 1 Oct
Six Flags Lodge & Indoor Waterpark
Fort William Henry Hotel and Conference Center
3.0 star property
8.2 out of 10, Very Good, (1003)
"This was a very beautiful hotel in a great location that was within walking distance to the downtown businesses as well as the lake (which has the tour boats and dinner cruises). "
The price is AED 461
AED 564 total
includes taxes & fees
23 Oct - 24 Oct
Fort William Henry Hotel and Conference Center
Lake George 5 Bed/ 3 Bath home w/ lake & resort access
9.4 out of 10, Exceptional, (6)
"I rented the house for a week to have a landing pad for my family and friends for my son's wedding nearby. Location was excellent although there is road noise at times. Pool is very close by and was nice. House is spacious! Furniture and decor is tired but for a summer place, it works just fine. We enjoyed the property."
Lake George 5 Bed/ 3 Bath home w/ lake & resort access
Cozy 2 Bedroom Cottage
Cozy 2 Bedroom Cottage
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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

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (50)
"A gem in the Adirondacks. Quiet and peaceful carriage house on the Hudson River. Loved the rail bike ride, hiking and town of nearby Chestertown "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Cozy retreat with fireplace, kayaks, and shared beach/pond access
9.2 out of 10, Wonderful, (13)
"We love the house super clean , the we love the area very peace and quiet , we love the private beach and the fresh air , definitely we be back again "
Cozy retreat with fireplace, kayaks, and shared beach/pond access
Peaceful Lakeside Retreat with Private Beach
9.2 out of 10, Wonderful, (17)
"It was clean, nicely decorated, everything was new and in working order. Would suggest adding some face/wash cloths and top sheet for bed. Also, bed was comfortable but squeaked every time you made a move. All in all nice property and enjoyed our time :)"
Peaceful Lakeside Retreat with Private Beach
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 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.