Photo by Julie Miller

Search Resorts in Chestertown

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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

Six Flags Great Escape Lodge & Indoor Waterpark
Water park

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1102)
"We had a good time and very Great place"
The price is AED 625
AED 857 total
includes taxes & fees
27 Apr - 28 Apr
Six Flags Great Escape Lodge & Indoor Waterpark
Fort William Henry Hotel and Conference Center
Lake

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very Good, (1002)
"Outstanding accommodations and service."
The price is AED 388
AED 486 total
includes taxes & fees
22 Apr - 23 Apr
Fort William Henry Hotel and Conference Center
Lake George 5 Bed/ 3 Bath home w/ lake & resort access
Outdoor pool

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 - Townhome, 2 Bedrooms
Terrace/patio

Mohican Resort Motel - Townhome, 2 Bedrooms

Mohican Resort Motel - Townhome, 2 Bedrooms
Mohican Resort Motel - 2 Bedroom Efficiency
Pool

Mohican Resort Motel - 2 Bedroom Efficiency

The price is AED 533
AED 673 total
includes taxes & fees
16 Apr - 17 Apr
Mohican Resort Motel - 2 Bedroom Efficiency
Mohican Resort Motel - 2 Bedroom Efficiency
Pool

Mohican Resort Motel - 2 Bedroom Efficiency

The price is AED 533
AED 673 total
includes taxes & fees
16 Apr - 17 Apr
Mohican Resort Motel - 2 Bedroom Efficiency
Cozy 2 Bedroom Cottage
Outdoor pool, a heated pool

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

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Fridge, microwave, oven, stovetop

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

10.0 out of 10, Exceptional, (60)
"My family and i had a great time here! The place is Amazing and we would definitely stay again! "
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Eagles Nest at Loon Lake near Gore Mountain
Exterior

Eagles Nest at Loon Lake near Gore Mountain

10.0 out of 10, Exceptional, (108)
"Well-appointed house, very clean, well-equipped kitchen, host was easy to contact and attentive, steep driveway but was cleared very well, enough parking, game room was nice surprise, downstairs beds were on the small size, grounds were snow covered but appeared to be nicely landscaped and cared for, overall excellent stay."
Eagles Nest at Loon Lake near Gore Mountain
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (8)
"This place is a dream..1st wk of April...nothing going on..just quietness..pure bless.."
The price is AED 531
AED 681 total
includes taxes & fees
16 Apr - 17 Apr
Trout House Village Resort
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.