A waterfront town with a pier, dock, and several buildings.

Hotels with Swimming Pool in Chestertown, New York

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Check availability on Chestertown Hotels with Swimming Pool

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Chestertown hotels with a pool

A swimming pool area with lounge chairs and umbrellas, surrounded by a white fence, overlooking a lake and forested hills.
A residential area with a hanging flower basket, houses, and a lake in the background.
A room with a large window overlooking a lake and hills, a table with a remote control, and a hanging lamp.
A two-story house with a porch, multiple windows, and hanging flower baskets.

1. Nordick's Inn

Nordick's Inn
Lake George
  • Dive into poolside bliss at this Lake George motel with seasonal outdoor pool and tranquil terrace.
P4,671
P5,184 total
includes taxes & fees
Sep 27 - Sep 28
Nordick's Inn
An indoor swimming pool area with lounge chairs, a lifeguard warning sign, and a clear view of the pool.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spa area with a hot tub, seating, and a view of the outdoors.

2. Hampton Inn & Suites Lake George

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.
P6,455
P7,165 total
includes taxes & fees
Oct 19 - Oct 20
Hampton Inn & Suites Lake George
A pool area with lounge chairs and umbrellas, surrounded by trees and a view of a lake.
A lakeside patio with wooden chairs, a fire pit, and boats in the background.
A beach with white lounge chairs and a pier extending into the water.
A waterfront deck with lounge chairs, a sailboat, and a dock extending into calm water.

3. The Juliana Resort

The Juliana Resort
Diamond Point
  • Dive into poolside bliss at this Lake George hotel with a sparkling outdoor pool and private beach access.
P5,748
P6,380 total
includes taxes & fees
Sep 27 - Sep 28
The Juliana Resort
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.
A compact hotel room with a kitchenette, a dining area, a bed, and a TV.
A patio with a mural of a landscape, outdoor seating, and a shaded area.
A two-story motel with a balcony, a covered outdoor seating area, and a parking lot.

4. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
  • Splash into year-round fun with indoor and outdoor pools plus water toys for all ages.
P6,129
P7,048 total
includes taxes & fees
Sep 27 - Sep 28
Adirondack Retreat Inn & Suites
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.
A table with a meal, a drink, and a view of the sea.
A bar area with a view of a lake and hills, a chalkboard menu, and a variety of bottles and glasses.

5. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
  • Relax by the seasonal outdoor pool with a signature cocktail and lakefront vistas, then retreat to your private beachfront oasis.
P6,810
P7,559 total
includes taxes & fees
Sep 27 - Sep 28
The Georgian Lakeside Resort

6. Lakefront Terrace Resort

Lakefront Terrace Resort
Lake George
  • Serene lakeside retreat offers pristine heated pool and private beach, perfect for unwinding amid spectacular mountain views.
P5,064
P5,621 total
includes taxes & fees
Oct 1 - Oct 2
Lakefront Terrace Resort
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A spacious lobby with a high ceiling, a staircase, and a reception desk.
A hotel room with a large bed, a bench, a TV, and a window with curtains.
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

7. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
  • Year-round aquatic adventures await with indoor and seasonal outdoor pools for every season.
P6,155
P6,832 total
includes taxes & fees
Oct 7 - Oct 8
Comfort Inn & Suites Lake George
A poolside area with wooden chairs, tables, and umbrellas.
A stone sculpture, a row of white lounge chairs, and lush greenery.
A modern building with a unique triangular architectural design, featuring multiple levels and a well-maintained garden area with trimmed bushes and a palm tree.
A fountain in a landscaped area with a stone wall, a building with a sloped roof, and trees in the background.

8. Tiki Resort

Tiki Resort
Lake George
  • Splash into fun all year with indoor and seasonal outdoor pools, plus a dedicated kids' pool at Lake George.
P4,146
P4,602 total
includes taxes & fees
Sep 27 - Sep 28
Tiki Resort
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.
A poolside area with a blue sofa, white wicker chairs, and a small table with a basket.
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.

9. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cozy loungers.
P5,004
P5,555 total
includes taxes & fees
Sep 27 - Sep 28
Admiral Motel
An indoor swimming pool with clear water, surrounded by lounge chairs and large windows.
A row of cabins with balconies, a well-maintained lawn, and a lake view.
Two people sitting at a wooden table with a view of a lake and trees.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.

10. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
  • Refreshing aquatic escape awaits at this lakeside hotel with an inviting indoor pool and hot tub sanctuary.
P8,762
P11,948 total
includes taxes & fees
Oct 26 - Oct 27
Lodge at Schroon Lake
View all properties

Choose what matters most at hotels with a pool in Chestertown

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Chestertown Hotel Reviews

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

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

10/10 Excellent
"Great hotel at a reasonable price point"
Brian 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"Beautiful hotel and view of lake George"
Natalie 2-night trip
Posted 1 hour ago
Courtyard by Marriott Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"My kids enjoyed it. It’s all pretty dated but the people working here are very nice."
Sarah 1-night trip
Posted 3 hours ago
Great Escape Lodge & Indoor Waterpark
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"The property was very well maintained and the room was also well maintained and clean. The reservation stated a view of the lake and it was a partial view which I expected. Overall...Nice. The reason I'm writing this review is to what happened on the 1st night/early morning of our stay. Around 5am the fire alarm woke us up! We could smell burning (plastic?) no smoke yet, but proceeded to evacuate the building. We waited outside for First Responders after my husband and the staff called 911. After they arrived, extinguished the fire, and cleared the building, Kris from the office found us and apologized. She let us know that the room would be "comped" for the night and set us up in a different building with an even better room. The rest of our stay was wonderful. We loved the new room better than the one that we originally booked! Thanks Kris!! When we make reservations to return to the Surfside next year....we will definitely be booking the better room, funny how things work out😊 Thanks again M. Bonestell"
maria 3-night trip
Posted 1 day ago
Surfside On The Lake
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Everything was great....the staff was friendly, and very helpful.......will be back"
Russel 3-night trip
Posted 1 day ago
The Georgian Lakeside Resort
Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

8/10 Good
"👍"
Shaheen 2-night trip
Posted 4 days ago
Super 8 by Wyndham Lake George/Downtown

Frequently asked questions

What are some hotels with pools in Chestertown?
Pine Tree Motel & Cabins: Hotel located near Great Escape. Provides buffet, an indoor pool, and free self parking. Great Escape Lodge & Indoor Waterpark: Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Lake George: Offers 2 restaurants, an indoor pool, and 2 bars. The Georgian Lakeside Resort: Hotel located near Great Escape. Features daily, an indoor pool, and free self parking. The Queensbury Hotel: Offers an indoor pool, an outdoor pool, and free self parking.
What is there to see and do in Chestertown?
The picturesque setting of Friends Lake and Loon Lake showcase the area's natural beauty. During your stay, check out sights such as Hudson River, Loon Lake Beach, 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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