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

Find Hotels with a Pool in Chestertown, NY from CA $113

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Check availability on Chestertown Hotels with a Pool

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chestertown hotels with a pool

An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
A spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.
A hotel with a covered entrance, large windows, and a parking lot.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
  • Pool paradise awaits with year-round swimming options at this mountain resort hotel.
CA $142
CA $158 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Resort Lake George - Adirondack Area by IHG
A pool area with chairs, a lifebuoy, and a warning sign.
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.
A bathroom with a toilet, sink, and large mirror. There are framed pictures on the wall and a towel rack.

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
  • Splashy mountain escapes await at this inviting retreat with indoor and outdoor pools.
CA $111
CA $123 total
includes taxes & fees
Nov 15 - Nov 16
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
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.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

3. 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.
CA $149
CA $165 total
includes taxes & fees
Oct 23 - Oct 24
The Georgian Lakeside Resort
A swimming pool with chairs and tables around it, large windows, and a tiled floor.
A room with a balcony, a sofa, a table, and a lamp.
A hotel room with a bed, a chair, a small table, a lamp, and a balcony with a table and chairs.
Room

4. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
  • Dive into aquatic bliss at this hotel's indoor pool sanctuary, open year-round regardless of weather.
CA $157
CA $174 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A hotel room with a large bed, a bench, a TV, and a window with curtains.
A room with a wooden bench, a large tapestry, and a staircase leading to another room.
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

5. 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.
CA $142
CA $158 total
includes taxes & fees
Nov 12 - Nov 13
Comfort Inn & Suites Lake George
An indoor swimming pool with clear water, surrounded by lounge chairs and large windows.
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.
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.

6. 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.
CA $166
CA $233 total
includes taxes & fees
Nov 4 - Nov 5
Lodge at Schroon Lake
A pool area with a yellow water slide and a pool.
A spacious lobby with a Christmas tree, seating area, and a spiral staircase.
A hotel room with a large bathtub, a bed with white bedding, a dark headboard, and a black and white patterned floor.
A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.

7. La Quinta Inn & Suites by Wyndham Lake George

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.
CA $118
CA $131 total
includes taxes & fees
Oct 28 - Oct 29
La Quinta Inn & Suites by Wyndham Lake George
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.
A hotel reception desk with a wooden counter, two computer monitors, and a colorful abstract painting above.
A self-service beverage station with a refrigerator, microwave, and coffee maker.
A modern building with a parking lot and a fenced area.

8. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
  • A refreshing escape awaits with an indoor pool that's warm, clean, and perfect for families.
CA $109
CA $121 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Lake George Outlets
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.
A log cabin with a porch and a staircase leading to the entrance.
A terrace with outdoor seating, a view of a lake, and a dock.

9. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
  • Splash into relaxing bliss at this lakefront lodge with dual pools and private beach access.
CA $209
CA $232 total
includes taxes & fees
Nov 19 - Nov 20
Lodges At Cresthaven
An indoor swimming pool with a hot tub, seating area, and a door leading to a changing room.
A hotel room with a large bed, bedside lamps, a desk with a television, and a window with curtains.
A reception desk with a stone facade, a framed landscape painting above it, and a sign on the wall to the left.
A restaurant with multiple tables and chairs, a counter with a beverage dispenser, and a menu board.

10. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
  • Splash into poolside paradise at Lake George with sun loungers and mountain views.
CA $102
CA $113 total
includes taxes & fees
Oct 29 - Oct 30
Skyline Hotel Lake George
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

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

8/10 Good
"The room we had “Grand King Lake view “ was spacious, had a comfortable sectional couch along with a comfy king size bed and incredible view of the lake. The reception desk employees were very friendly and helpful, and so were the girls who clean the room. Breakfast was delicious in the Lakeside restaurant within the hotel. Unfortunately the dining room was not serving dinner the nights we were there, so we didn’t get to try it . There were other great restaurants close by to eat in. The only thing we would have liked to have was coffee 24/7 in the lobby. Most other hotels do offer it. There was a coffee maker in the room, but it never tastes the same as fresh brewed coffee. All in all, we had a wonderful stay and enjoyed going to the museum on the premises ."
Cecelia 2-night trip
Posted 2 days ago
Fort William Henry Hotel and Conference Center
Friends Lake Inn

Friends Lake Inn

8/10 Good
"We were lucky enough to have a room that faced the lake. Lovely view of the morning fog on the lake while we had our coffee on the balcony. Very friendly staff!"
Alisa 1-night trip
Posted 2 days ago
Friends Lake Inn
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"We booked this hotel at the last minute and we were pleasantly surprised. Our room had recently been renovated. It was clean, comfortable, and we were thrilled, but there was flooring instead of a rug. My only complaint was that the rooms were not well insulated so you could hear lots of noise outside when other people were not being considerate of others late at night."
Michelle 1-night trip
Posted 2 days ago
The Georgian Lakeside Resort
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"Room was very nice and clean,We had really good time and we enjoyed.Thank you."
Tania 2-night trip
Posted 3 days ago
Courtyard by Marriott Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"The room was nice and clean. The staff were excellent!"
Giuseppe 3-night trip
Posted 3 days ago
Adirondack Retreat Inn & Suites
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Good value"
Ellen 1-night trip
Posted 3 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Breakfast could be for more hours"
Julie 1-night trip
Posted 3 days ago
Baymont by Wyndham Queensbury / Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Staff were friendly and helpful. Kids had fun"
Stephanie 1-night trip
Posted 4 days ago
Great Escape Lodge & Indoor Waterpark

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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