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

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Check availability on Chestertown Hotels with Pool

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Chestertown hotels with a pool

A pool area with lounge chairs and umbrellas, surrounded by trees and a view of a lake.
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.
A living room with a stone fireplace, leather furniture, and a chandelier.

1. 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.
฿3,580
฿3,974 total
includes taxes & fees
21 Sept - 22 Sept
The Juliana Resort
An indoor swimming pool with clear water, surrounded by lounge chairs and large windows.
A log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.
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.

2. 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.
฿4,551
฿6,219 total
includes taxes & fees
7 Sept - 8 Sept
Lodge at Schroon Lake
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A white building with a yellow awning, a porch with flowers, and American flags.
A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.

3. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cosy loungers.
฿2,572
฿2,855 total
includes taxes & fees
1 Sept - 2 Sept
Admiral Motel
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.
A cozy room with a large bed, a fireplace, a stone wall, and wooden beams on the ceiling.
A two-story motel with a balcony, a covered outdoor seating area, and a parking lot.
A patio with a mural of a landscape, outdoor seating, and a shaded area.

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.
฿3,580
฿4,117 total
includes taxes & fees
14 Sept - 15 Sept
Adirondack Retreat Inn & Suites

5. 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.
฿3,168
฿3,516 total
includes taxes & fees
13 Sept - 14 Sept
Lakefront Terrace Resort
A swimming pool area with lounge chairs and umbrellas, surrounded by a white fence, overlooking a lake and forested hills.
A fire pit surrounded by Adirondack chairs on a patio overlooking a lake and forested hills.
A room with a large window overlooking a lake and hills, a table with a remote control, and a hanging lamp.
A residential area with a hanging flower basket, houses, and a lake in the background.

6. Nordick's Inn

Nordick's Inn
Lake George
  • Dive into poolside bliss at this Lake George motel with seasonal outdoor pool and tranquil terrace.
฿2,947
฿3,271 total
includes taxes & fees
7 Sept - 8 Sept
Nordick's Inn
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
A view from a room with a window overlooking a lakeside patio area with tables and chairs, a covered seating area, and a white railing along the water's edge.
A table with a meal, a drink, and a view of the sea.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

7. 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.
฿3,580
฿3,974 total
includes taxes & fees
13 Sept - 14 Sept
The Georgian Lakeside Resort
An indoor swimming pool area with lounge chairs, a lifeguard warning sign, and a clear view of the pool.
A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.

8. 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 centre.
฿4,174
฿4,633 total
includes taxes & fees
9 Sept - 10 Sept
Hampton Inn & Suites Lake George
A swimming pool with green lounge chairs and a white picket fence.
A covered outdoor seating area with two green lounge chairs, a tree with pink flowers, and a parking area in the background.
A white building with a covered porch and a gazebo with flower baskets.
A building with a sign reading "The Heritage of La".

9. Heritage of Lake George

Heritage of Lake George
Lake George
  • Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.
฿2,720
฿3,019 total
includes taxes & fees
3 Sept - 4 Sept
Heritage of Lake George
A hotel with a pool, beach chairs, umbrellas, and a view of the lake.
A lakeside beach with rows of beach chairs and a dock with boats.
A log cabin-style building with a metal roof, stone pillars, and a glass door entrance.
A beachside seating area with a fire pit surrounded by chairs and red umbrellas, overlooking a lake with mountains in the background.

10. Scotty's Lakeside Resort

Scotty's Lakeside Resort
Lake George
  • Splash into lakeside fun with a private beach and pool sanctuary at this family-friendly resort.
฿3,252
฿3,609 total
includes taxes & fees
7 Sept - 8 Sept
Scotty's Lakeside Resort
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

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Everything good"
Greg 2-night trip
Posted less than an hour ago
Baymont by Wyndham Queensbury / Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Parking always available, room small but clean , staff friendly, shower working properly, loved covered pool , water was warm kids loved it, tennis table available ( just bring you ping pong balls and paddles ) had one issue with a door- manager came and quickly resolved it."
Vasyl 3-night trip
Posted less than an hour ago
Adirondack Retreat Inn & Suites
Lakefront Terrace Resort

Lakefront Terrace Resort

8/10 Good
"Overall property is nice but in need of some building renovations and updates in some areas. Some firepits and propane grills would be a nice addition."
Nicole 3-night trip
Posted 1 hour ago
Lakefront Terrace Resort
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"Room was very clean. The Staff was very nice. No issues with parking. Great pool and beach. Will definitely visit again."
Mohammed 4-night trip
Posted 2 hours ago
Surfside On The Lake
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"A perfect place for us with direct access to the lake, friendly staff and Good food."
Denise 2-night trip
Posted 2 hours ago
The Georgian Lakeside Resort
Scotty's Lakeside Resort

Scotty's Lakeside Resort

10/10 Excellent
"Beautiful pool and stunning lake view. Food and drinks at cafe were excellent! Room was clean, but small. to be expected though. Beds were comfortable! Kids had a blast! So much fun for littles!"
Jamie 3-night trip
Posted 3 hours ago
Scotty's Lakeside Resort
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good
"no comment"
Michael 3-night trip
Posted 3 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Beautiful"
shahid 2-night trip
Posted 4 hours ago
Great Escape Lodge & Indoor Waterpark
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Staff was fantastic and very helpful."
Stephen 2-night trip
Posted 6 hours ago
The Queensbury Hotel

Frequently asked questions

What are some hotels with pools in Chestertown?
Pine Tree Motel & Cabins: Provides 2 restaurants, an indoor pool and 2 bars. The Queensbury Hotel: Hotel located near Great Escape. Features daily, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Lake George: Hotel, 10-minute walk from Fort William Henry Museum. Features a children's pool, an indoor pool and a sauna. Great Escape Lodge & Indoor Waterpark: Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor pool and free self parking. Holiday Inn Resort Lake George - Adirondack Area by IHG: Hotel, 1-minute walk from Lake George. Provides a private beach, a seasonal outdoor pool and a snack bar/deli.
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, visit 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 the local weather in Chestertown into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.

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