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

Find Hotels with a Pool in Chestertown, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Hotels with a Pool

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Chestertown hotels with a pool

A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A room with a wooden bench, a large tapestry, and a staircase leading to another room.
A spacious lobby with a high ceiling, a staircase, and a reception desk.

1. 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.
NT$3,215
NT$3,569 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Lake George
A swimming pool with chairs and tables around it, large windows, and a tiled floor.
Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.
A hotel room with a bed, a chair, a small table, a lamp, and a balcony with a table and chairs.
A room with a balcony, a sofa, a table, and a lamp.

2. 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.
NT$4,099
NT$4,550 total
includes taxes & fees
Nov 4 - Nov 5
Courtyard by Marriott Lake George
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
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 lobby with a reception desk, seating area, stone fireplace, and large windows.
A hotel with a covered entrance, large windows, and a parking lot.

3. 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.
NT$3,559
NT$3,950 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Resort Lake George - Adirondack Area by IHG
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.

4. 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.
NT$3,216
NT$3,569 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn & Suites 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 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 row of cabins with balconies, a well-maintained lawn, and a lake view.

5. 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.
NT$4,405
NT$6,019 total
includes taxes & fees
Nov 1 - Nov 2
Lodge at Schroon Lake
A swimming pool with a white fence, surrounded by lounge chairs and umbrellas.
A modern living room with a sofa, coffee table, and artwork on the walls.
A wooden deck with white railings leading to a lakeside view.
A beach with rows of red chairs and a dock with boats.

6. 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.
NT$3,117
NT$3,460 total
includes taxes & fees
Oct 15 - Oct 16
Depe Dene Lakeside Resort
A pool area with chairs, a lifebuoy, and a warning sign.
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.
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

7. 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.
NT$2,567
NT$2,849 total
includes taxes & fees
Nov 1 - Nov 2
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A hotel pool area with multiple pools, lounge chairs, and a covered seating area.
A hotel room with a bed, a desk with a television, a chair, a desk lamp, a mirror, and a framed picture on the wall.
A compact kitchen with wooden cabinets, a white refrigerator, a microwave, and a coffee maker on the countertop.
A dining area with a table and chairs, a kitchen area with a microwave and stove, and a television in the living room.

8. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
  • Splash into poolside paradise at Lake George with sun loungers and mountain views.
NT$2,296
NT$2,548 total
includes taxes & fees
Oct 13 - Oct 14
Skyline Hotel Lake George
A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.
A patio area with a stone fire pit, white outdoor furniture, and a white picket fence.
A two-story building with a covered front porch, multiple balconies, and a landscaped garden in front.
A spacious kitchen with a central island, a chandelier, and a ceiling fan.

9. Quality Inn Lake George

Quality Inn Lake George
Lake George
  • Splash into summer with a soothing hot tub retreat at this Lake George hotel's seasonal pool oasis.
NT$3,512
NT$3,898 total
includes taxes & fees
Nov 5 - Nov 6
Quality Inn Lake George
A swimming pool with clear water, a lifeguard chair, and a no diving sign.
A Fairfield Inn & Suites hotel with a modern exterior, a stone pillar, and a well-lit entrance.
A gym with exercise equipment, a wooden floor, and a grey carpeted area.
A modern bar area with a central island, bar stools, and seating.

10. Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Queensbury
  • Seasonal swimming paradise awaits at the indoor pool with year-round access.
NT$3,290
NT$3,652 total
includes taxes & fees
Nov 4 - Nov 5
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
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
"Clean room and breakfast"
Prathamesh 3-night trip
Posted 7 hours ago
Baymont by Wyndham Queensbury / Lake George
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"We got one of the best rooms with 2 huge windows to the lake, it was amazing! Private beach was another great thing about the hotel. We will definitely come back in the summer."
Victoria 2-night trip
Posted 9 hours ago
Lakefront Terrace Resort
Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

10/10 Excellent
"Breakfast wasn’t much"
Sharon 3-night trip
Posted 12 hours ago
Super 8 by Wyndham Lake George/Downtown
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"C'était bien, honnêtement j'ai trouvé genre 2-3 cheveux et c'est pas mal ça. La trappe d'air au plafotde la salle de bain était entrain de se casser la figure et mangeait la poussière mais tout le reste était parfait. Le lit était Super confortable!!"
Marie-Pier 1-night trip
Posted 14 hours ago
The Georgian Lakeside Resort
The Queensbury Hotel

The Queensbury Hotel

8/10 Good
"Cool old hotel. Would give it 5 stars but for the leaf blowing at 6 am."
Kim 1-night trip
Posted 15 hours ago
The Queensbury Hotel
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

8/10 Good
"It was beautiful and the hot tub in the room was heavenly"
Harold 2-night trip
Posted 17 hours ago
Adirondack Retreat Inn & Suites
Surfside On The Lake

Surfside On The Lake

8/10 Good
"For a queen bed it felt more like a full size. The room was very clean. When I asked about the size of the bed the front desk didn't really know what I was talking about I have a queen bed. Definitely felt more like a full size maybe a small Queen I don't know. We were parked out by the pool and there was no parking next to our room which was kind of inconvenient. We had somebody with us and they had to park down the road even though it was off season and there were parking places all over the hotel they still made you park a mile down the road any extra cars I can see on season where maybe one car per room I could see it's limited parking but when nobody's there why make somebody go that far. Didn't make sense. But overall it was a pleasant stay very convenient to downtown. If they had minor tweaks at certain times of the year and maybe upgrade the size of their beds. That would be more of a selling point because of that I probably won't be going back because it wasn't very accommodating with the parking window was plenty of it so that's enough for me to say I would go somewhere else in the future."
Michael 2-night trip
Posted 2 days ago
Surfside On The Lake
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

10/10 Excellent
"Great place and views of the lake!"
Jason 4-night trip
Posted 2 days ago
Fort William Henry Hotel and Conference Center
Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

10/10 Excellent
"Hotel was very clean. Staff was awesome especially Sheri at the front desk ."
John 2-night trip
Posted 3 days ago
Hampton Inn & Suites Lake George

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

Explore a world of travel with Expedia