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Find Hotels with a Pool in Chestertown, NY

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Check availability on Chestertown Hotels with a Pool

Check prices for these dates

Tonight
Aug 5 - Aug 6
Tomorrow
Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Chestertown Hotels with a Pool

Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (94)
"Very nice location. Would have enjoyed more activity like hiking or a pool or something on site. But it met our requirements for a beautiful place to stay with good food"
$223 nightly
The price is $248
Aug 6 - Aug 7
Total includes taxes and fees
Friends Lake Inn
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.

Top Chestertown Hotel Reviews

Tiki Resort

Tiki Resort

10/10 Excellent
"Great staff "
Kelsi 1-night trip
Posted 21 hours ago
Tiki Resort

Frequently asked questions

What are some hotels with pools in Chestertown?
Pine Tree Motel & Cabins: Hotel located near Lake George. Provides daily, an outdoor pool, and free self parking. Friends Lake Inn: Features 2 restaurants, an indoor pool, and 2 bars. Best Western of Lake George: Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and free self parking. The Queensbury Hotel: Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool, and a snack bar/deli. Six Flags Great Escape Lodge & Indoor Waterpark: Hotel located near Six Flags Great Escape. Provides daily, an indoor pool, and free self parking.
What is there to see and do in Chestertown?
The picturesque setting of Loon Lake Beach and Friends Lake showcase the area's natural beauty. During your stay, check out sights such as Loon Lake, Hudson River, and Tripp Pond. Take in the natural beauty of Chestertown with the lakeside setting.
When is the best time to book a hotel with a pool in Chestertown?
Taking into account the local weather in Chestertown can help you maximize your time at the pool during your trip. 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.