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

Find Hotels with a Pool in Chestertown, NY

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Check availability on Chestertown Hotels with a Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

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.
NT$3,250
NT$3,607 total
includes taxes & fees
Sep 22 - Sep 23
The Juliana Resort

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.
NT$4,414
NT$6,032 total
includes taxes & fees
Sep 20 - Sep 21
Lodge at Schroon Lake

3. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cozy loungers.
NT$2,495
NT$2,769 total
includes taxes & fees
Sep 7 - Sep 8
Admiral Motel

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.
NT$3,473
NT$3,994 total
includes taxes & fees
Sep 20 - Sep 21
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.
NT$3,073
NT$3,411 total
includes taxes & fees
Sep 14 - Sep 15
Lakefront Terrace Resort

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.
NT$2,858
NT$3,173 total
includes taxes & fees
Sep 7 - Sep 8
Nordick's Inn

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.
NT$3,473
NT$3,855 total
includes taxes & fees
Sep 20 - Sep 21
The Georgian Lakeside Resort

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 center.
NT$3,893
NT$4,321 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn & Suites Lake George

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.
NT$2,644
NT$2,935 total
includes taxes & fees
Sep 3 - Sep 4
Heritage of Lake George

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.
NT$3,162
NT$3,510 total
includes taxes & fees
Sep 7 - Sep 8
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

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

8/10 Good
"Overall, we really enjoyed our stay. The hotel was clean, the pool was warm and well maintained, and the hot tub was a nice bonus. Breakfast was very good, with omelets, bacon, bagels, pastries, and waffles — both adults and kids were happy. Just keep in mind when booking that the hotel is about a 25-minute walk from the center, so it may not be the most convenient option if being within walking distance of the lake, restaurants, and shops is important to you."
Ekaterina 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Lake George
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Nice clean room. Clean hotel."
Daniel 3-night trip
Posted 2 hours 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 5 hours ago
Adirondack Retreat Inn & Suites
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 7 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 7 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 7 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 8 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 8 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 11 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, 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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