The Best Hotels with a Pool in Chestertown, NY from SAR 315 in 2026

Q: What are some hotels with pools in Chestertown?

Pine Tree Motel & Cabins : Offers sun loungers, a pool, and complimentary wireless internet access. Elizabeth. 15 minutes to Lake George.Seasonal Heated Pool. : Hotel located near Great Escape. Features buffet, an indoor pool, and free self parking. Great Escape Lodge & Indoor Waterpark : Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Lake George : Features 2 restaurants, an indoor pool, and 2 bars. The Georgian Lakeside Resort : Hotel located near Great Escape. Offers daily, an indoor pool, and free self parking.

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Our top choices for Chestertown hotels with a pool

A swimming pool with chairs and tables around it, large windows, and a tiled floor.

1. Courtyard by Marriott Lake George

Lake George

Dive into aquatic bliss at this hotel's indoor pool sanctuary, open year-round regardless of weather.

SAR 465 total

includes taxes & fees

16 Nov - 17 Nov

An indoor swimming pool with clear water, surrounded by lounge chairs and large windows.

2. Lodge at Schroon Lake

Schroon Lake

Refreshing aquatic escape awaits at this lakeside hotel with an inviting indoor pool and hot tub sanctuary.

SAR 661 total

includes taxes & fees

3 Dec - 4 Dec

A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.

3. Comfort Inn & Suites Lake George

Lake George

Year-round aquatic adventures await with indoor and seasonal outdoor pools for every season.

SAR 420 total

includes taxes & fees

6 Dec - 7 Dec

An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.

4. Holiday Inn Resort Lake George - Adirondack Area by IHG

Lake George

Pool paradise awaits with year-round swimming options at this mountain resort hotel.

SAR 496 total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

5. Lodges At Cresthaven

Lake George

Splash into relaxing bliss at this lakefront lodge with dual pools and private beach access.

SAR 604 total

includes taxes & fees

15 Nov - 16 Nov

An indoor swimming pool area with lounge chairs, a lifeguard warning sign, and a clear view of the pool.

6. Hampton Inn & Suites Lake George

Lake George

Plunge into relaxation at this family-friendly retreat with an inviting indoor pool, hot tub, and well-equipped fitness center.

SAR 421 total

includes taxes & fees

3 Dec - 4 Dec

A pool area with a yellow water slide and a pool.

7. La Quinta Inn & Suites by Wyndham Lake George

Lake George

Splash into family fun at this Lake George hotel with an indoor pool, waterslide, and hot tub.

SAR 351 total

includes taxes & fees

17 Nov - 18 Nov

A pool area with chairs, a lifebuoy, and a warning sign.

8. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Queensbury

Splashy mountain escapes await at this inviting retreat with indoor and outdoor pools.

SAR 326 total

includes taxes & fees

13 Dec - 14 Dec

An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.

9. Spark by Hilton Lake George Outlets

Lake George

A refreshing escape awaits with an indoor pool that's warm, clean, and perfect for families.

SAR 315 total

includes taxes & fees

15 Dec - 16 Dec

An indoor swimming pool with a hot tub, seating area, and a door with an emergency exit sign.

10. Skyline Hotel Lake George

Lake George

Splash into poolside paradise at Lake George with sun loungers and mountain views.

SAR 301 total

includes taxes & fees

22 Nov - 23 Nov

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Choose what matters most at hotels with a pool in Chestertown

Breakfast included

Hot tub

Top Chestertown Hotel Reviews

Courtyard by Marriott Lake George

8/10 Good

"The staff was very pleasant and helpful. The food was amazing. The room was very comfortable and nice. I would stay there again. I think this might be my new go to hotel when I visit Lake George."

Friends Lake Inn

10/10 Excellent

"Such a nice place to stay at definitely want to stay there again. Me and my husband went for our honeymoon and the room was super nice and the staff was nice and helpful when we had questions also about the area. The free breakfast that was included was also super delicious. If ur looking for a cozy hotel to stay in at chestertown in the Adirondacks friends lake inn is the go to place."

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent

"Staff from TR's bar treat you like friends and family. All staff at the hotel were very attentive and pleasant. Cleanliness was good. Prices were higher than expected for a holiday in, but the world is getting too expensive. Great stay for the week."

Frequently asked questions

What are some hotels with pools in Chestertown?

Pine Tree Motel & Cabins: Offers sun loungers, a pool, and complimentary wireless internet access. Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.: Hotel located near Great Escape. Features buffet, an indoor pool, and free self parking. Great Escape Lodge & Indoor Waterpark: Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Lake George: Features 2 restaurants, an indoor pool, and 2 bars. The Georgian Lakeside Resort: Hotel located near Great Escape. Offers 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.

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