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

Find Hotels with a Pool in Chestertown, NY from CA $109

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Check availability on Chestertown Hotels with a Pool

Tonight
Sep 3 - Sep 4
Tomorrow
Sep 4 - Sep 5
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chestertown hotels with a pool

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.
CA $141
CA $157 total
includes taxes & fees
Sep 23 - Sep 24
The Juliana Resort

2. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cozy loungers.
CA $103
CA $115 total
includes taxes & fees
Sep 7 - Sep 8
Admiral Motel

3. 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.
CA $103
CA $119 total
includes taxes & fees
Oct 4 - Oct 5
Adirondack Retreat Inn & Suites

4. 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.
CA $101
CA $112 total
includes taxes & fees
Oct 4 - Oct 5
Lakefront Terrace Resort

5. Nordick's Inn

Nordick's Inn
Lake George
  • Dive into poolside bliss at this Lake George motel with seasonal outdoor pool and tranquil terrace.
CA $104
CA $115 total
includes taxes & fees
Sep 7 - Sep 8
Nordick's Inn

6. 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 $137
CA $152 total
includes taxes & fees
Oct 4 - Oct 5
The Georgian Lakeside Resort

7. 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.
CA $137
CA $152 total
includes taxes & fees
Sep 7 - Sep 8
Scotty's Lakeside Resort

8. 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.
CA $96
CA $109 total
includes taxes & fees
Oct 4 - Oct 5
Super 8 by Wyndham Lake George/Downtown

9. 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 $189
CA $259 total
includes taxes & fees
Sep 30 - Oct 1
Lodge at Schroon Lake

10. Heritage of Lake George

Heritage of Lake George
Lake George
  • Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.
CA $115
CA $127 total
includes taxes & fees
Sep 17 - Sep 18
Heritage of 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

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

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

10/10 Excellent
"All around a great experience."
Michael 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Muy bonito al lado del lago"
Edgar 3-night trip
Posted 1 hour ago
Lakefront Terrace Resort
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"My room was clean and things like shampoo, conditioner, bodywash, towels, cups, etc were provided. At first I couldn't get the fridge to close all the way, but after some pushing it finally closed and was good for the rest of the stay and kept things cold. The beds were comfortable and the carpet clean. The air conditioning worked well, but a little loud. The continental breakfast offered a variety of foods, but no meats, like sausage or bacon to go with the eggs or waffles. The staff was polite and helpful. They don't do daily housekeeping, but if you ask for clean towels or whatever you need, they will provide it. On our 3rd day we asked for a complete housekeeping and it was done when we got back. I didn't see the pool, but I heard that it was good."
Kelly 4-night trip
Posted 2 hours ago
Baymont by Wyndham Queensbury / Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"The Holiday Inn Resort in Lake George is amazing. They have a board that welcomes people that are checking in with their name on it. The outdoor pool, play area, basketball court and dj at the pool are great. Wonderful place for families. There is a video game room, theatre, and a very nice restaurant and bar. I was very impressed. The Inn was very clean and great staff. I would definitely stay there again."
Pamela 2-night trip
Posted 13 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"Pool was large and clean. Many poolside chairs. Umbrellas would be great for sun protection. Rooms are nice but could be updated. Bed very comfortable. Plent of towels provided in room"
JANE 3-night trip
Posted 19 hours ago
The Georgian Lakeside Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Everything was clean, convenient, and comfortable. If you are staying on the first floor, you can hear people walking above you, though."
Koral 2-night trip
Posted 21 hours ago
Adirondack Retreat Inn & Suites
Scotty's Lakeside Resort

Scotty's Lakeside Resort

8/10 Good
"Room was clean, beds comfortable, shower was good. Only drawback was the a/c unit which emitted smelly air...mildewy? Nice location at the edge of the busy part of town, walkable to restaurants. I was impressed with the beautiful fresh flower hanging baskets on every porch, the outside area is nice, pool looked great, front desk staff very pleasant. Seems like a good place for families with kids."
Kristin 1-night trip
Posted 3 days ago
Scotty's Lakeside Resort

Frequently asked questions

What are some hotels with pools in Chestertown?
Pine Tree Motel & Cabins: Hotel located near Great Escape. Provides daily, an indoor pool, and free self parking. Great Escape Lodge & Indoor Waterpark: Hotel, 10-minute walk from Fort William Henry Museum. Features a children's pool, an indoor pool, and a sauna. 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. Holiday Inn Resort Lake George - Adirondack Area by IHG: 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 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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