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

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Check availability on Chestertown Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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 living room with a stone fireplace, leather furniture, and a chandelier.
A beach with white lounge chairs and a pier extending into the water.
A lakeside patio with wooden chairs, a fire pit, and boats in the background.

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.
Rp1.804.686
Rp2.003.201 total
includes taxes & fees
23 Sept - 24 Sept
The Juliana Resort
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.
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.
A compact hotel room with a kitchenette, a dining area, a bed, and a TV.

2. 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.
Rp1.735.683
Rp1.996.035 total
includes taxes & fees
31 Aug - 1 Sept
Adirondack Retreat Inn & Suites
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 white building with a yellow awning, a porch with flowers, and American flags.

3. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cosy loungers.
Rp1.385.362
Rp1.537.753 total
includes taxes & fees
1 Sept - 2 Sept
Admiral Motel
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 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.

4. 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.
Rp1.928.537
Rp2.140.675 total
includes taxes & fees
13 Sept - 14 Sept
The Georgian Lakeside Resort
A swimming pool with a white fence, surrounded by lounge chairs and umbrellas.
An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.
A beach with rows of red chairs and a dock with boats.
A modern living room with a sofa, coffee table, and artwork on the walls.

5. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
  • Soak in crystal blue waters at this lakeside resort with a seasonal heated pool and sun-filled beach days.
Rp1.735.683
Rp1.926.414 total
includes taxes & fees
17 Sept - 18 Sept
Depe Dene 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.
Rp1.706.384
Rp1.894.085 total
includes taxes & fees
13 Sept - 14 Sept
Lakefront Terrace Resort
A swimming pool with green lounge chairs and a white picket fence.
A building with a sign reading "The Heritage of La".
A bathroom with a window, sink, mirror, and towel rack.
A white building with a covered porch and a gazebo with flower baskets.

7. Heritage of Lake George

Heritage of Lake George
Lake George
  • Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.
Rp1.464.980
Rp1.626.128 total
includes taxes & fees
3 Sept - 4 Sept
Heritage of Lake George
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.

8. 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.
Rp2.451.365
Rp3.349.843 total
includes taxes & fees
7 Sept - 8 Sept
Lodge at Schroon Lake
A hotel with a pool, beach chairs, umbrellas, and a view of the lake.
A marina with boats docked, a sandy beach with umbrellas, and a backdrop of mountains.
A beachside seating area with a fire pit surrounded by chairs and red umbrellas, overlooking a lake with mountains in the background.
A lakeside beach with rows of beach chairs and a dock with boats.

9. 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.
Rp1.751.607
Rp1.944.284 total
includes taxes & fees
7 Sept - 8 Sept
Scotty's Lakeside Resort
A rectangular swimming pool with a metal ladder, surrounded by a fence and outdoor seating.
A rustic bar area with a wooden counter, coffee machines, and a variety of coffee cups and mugs.
A hotel room with a large bed, a nightstand with a lamp, a coffee maker, and a view of the outdoors.
An outdoor patio with a wooden pergola, stone walls, and a fire feature.

10. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
Lake George
  • Sun-splashed pool days in Lake George beckon with refreshing dips and mountain views.
Rp1.245.587
Rp1.417.988 total
includes taxes & fees
14 Sept - 15 Sept
Super 8 by Wyndham Lake George/Downtown
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

8/10 Good
"Super convenient for ski trip and restaurants."
amy 1-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
"We’ve been staying here every year when we visit Lake George. Walkable distance to the attractions. Came with a family of 6 and the rooms offers multiple levels and bed rooms. The kids love the ping pong table, fire pit and pool. Parking lot does get full at night , but they allow you to park on the grass area. Staff is very friendly and accommodating. Definitely recommend and will be returning."
Zhi Gui 2-night trip
Posted less than an hour ago
Adirondack Retreat Inn & Suites
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"I would rate 8/10"
Laurel 3-night trip
Posted 3 hours ago
Great Escape Lodge & Indoor Waterpark
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"great place / spectacular view of lake"
Jack 1-night trip
Posted 3 hours ago
Lakefront Terrace Resort
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"It was overall lovely"
jovon 3-night trip
Posted 4 hours ago
Surfside On The Lake
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"The staff that worked the front desk, we’re not friendly or welcoming, however, the Waitress is inside the restaurant and at the bar we’re fabulous. If I could recommend one important thing, they should have staff members cleaning the spiderwebs from the staircases and railings frequently."
Kathy 3-night trip
Posted 5 hours ago
The Georgian Lakeside Resort
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"There is really nothing negative I can say about The Queensbury. The room and hotel was very clean and the staff was very polite. The restaurants were busy and their staff was relaxed and very helpful. We will be returning. The only thing I missed was the chips they gave you towards breakfast."
Edward 2-night trip
Posted 9 hours ago
The Queensbury Hotel
Tiki Resort

Tiki Resort

10/10 Excellent
"Excellent customer service!!"
Gail 4-night trip
Posted 11 hours ago
Tiki Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"Nice quiet hotel with friendly staff."
Justin 1-night trip
Posted 13 hours ago
Comfort Inn & Suites Lake George

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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