The Best Hotels with a Pool in Chestertown, NY from ￥12,553 in 2026

Q: What are some hotels with pools in Chestertown?

The Queensbury Hotel : Features 2 restaurants, an indoor pool, and 2 bars. Six Flags Great Escape Lodge & Indoor Waterpark : Hotel located near Six Flags Great Escape. Provides daily, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Lake George : Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Lakefront Terrace Resort : Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool, and free self parking. The Georgian Lakeside Resort : Features an indoor pool, an outdoor pool, and free self parking.

Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

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Our top choices for Chestertown hotels with a pool

Luzerne Court Motel

Lake Luzerne

Dive into summer at a sparkling pool with clean, refreshing waters perfect for family fun and relaxation.

￥18,171 total

includes taxes & fees

Jun 29 - Jun 30

Indoor pool, seasonal outdoor pool, sun loungers

Motel 6 Lake George, NY – Adirondacks

Lake George

Plunge into pure vacation joy with both indoor and outdoor pools that sparkle with recent renovations.

￥13,070 total

includes taxes & fees

Jun 30 - Jul 1

Best Western of Lake George

Lake George

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

￥16,394 total

includes taxes & fees

Jul 20 - Jul 21

Outdoor pool, open 10 AM to 10 PM, pool umbrellas, sun loungers

Heritage of Lake George

Lake George

Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.

￥16,462 total

includes taxes & fees

Jul 1 - Jul 2

Seasonal outdoor pool, pool umbrellas, sun loungers

The Juliana Resort

Diamond Point

Dive into poolside bliss at this Lake George hotel with a sparkling outdoor pool and private beach access.

￥23,097 total

includes taxes & fees

Jun 24 - Jun 25

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

Queensbury

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

￥27,043 total

includes taxes & fees

Jun 30 - Jul 1

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.

￥22,435 total

includes taxes & fees

Jun 24 - Jun 25

Shower, free toiletries, hair dryer, towels

Howard Johnson by Wyndham Lake George

Lake George

Splash into vacation mode at this Lake George gem with a sun-drenched pool.

￥12,553 total

includes taxes & fees

Jun 24 - Jun 25

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Choose what matters most at hotels with a pool in Chestertown

Breakfast included

Hot tub

Top Chestertown Hotel Reviews

Howard Johnson by Wyndham Lake George

8/10 Good

"Clean rooms"

Fort William Henry Hotel and Conference Center

10/10 Excellent

"Beautiful property in lake George. If you want convenience to be able to walk to where you want to go, this property is perfect. The hotel charm and the history surrounding the hotel was an added surprise. The views from the back patio and pool area of lake George are breathtaking. The staff was very friendly and helpful when asking for recommendations. We enjoyed our stay! We would definitely come back and stay again!"

Best Western of Lake George

10/10 Excellent

"I had a wonderful stay at Bestwestern of Lake George. The cleanliness was exceptional—both the room and common areas were spotless and well-maintained throughout my visit. The staff were friendly, professional, and always willing to help. From check-in to check-out, they made me feel welcome and ensured that all my needs were taken care of promptly. The breakfast was another highlight of my stay. There was a great variety of options and everything was well presented and regularly replenished. Overall, I highly recommend this hotel for its excellent cleanliness, outstanding customer service, and satisfying breakfast experience. I would gladly stay here again."

Scotty's Lakeside Resort

10/10 Excellent

"I was there for the weekend with my girlfriend and her 4 grandchildren. There was plenty of stuff for the kids to do to keep them occupied. There is a cafe there and we had breakfast and lunch there. The food was good and came out fast. It’s nice to not have to wait in long lines at the local restaurant. The staff was very helpful if we needed anything. I would definitely stay there again."

Frequently asked questions

What are some hotels with pools in Chestertown?

The Queensbury Hotel: Features 2 restaurants, an indoor pool, and 2 bars. Six Flags Great Escape Lodge & Indoor Waterpark: Hotel located near Six Flags Great Escape. Provides daily, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Lake George: Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Lakefront Terrace Resort: Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool, and free self parking. The Georgian Lakeside Resort: Features an indoor pool, an outdoor pool, and free self parking.

What is there to see and do in Chestertown?

Explore places like Lake George while you're in the area. Spend some time experiencing the great outdoors at Loon Lake Beach and Friends Lake. 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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