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 16 - Aug 17
Tomorrow
Aug 17 - Aug 18
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

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.
₩130,243
₩144,570 total
includes taxes & fees
Sep 7 - Sep 8
The Juliana Resort

2. 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.
₩140,152
₩155,569 total
includes taxes & fees
Sep 7 - Sep 8
Scotty's Lakeside Resort

3. Admiral Motel

Admiral Motel
Lake George
  • Splash into lakeside bliss at this clean motel with a seasonal outdoor pool and cozy loungers.
₩110,848
₩123,042 total
includes taxes & fees
Sep 1 - Sep 2
Admiral Motel

4. Heritage of Lake George

Heritage of Lake George
Lake George
  • Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.
₩104,175
₩115,635 total
includes taxes & fees
Sep 3 - Sep 4
Heritage of Lake George

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.
₩198,549
₩270,749 total
includes taxes & fees
Sep 7 - Sep 8
Lodge at Schroon Lake

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.
₩127,004
₩140,974 total
includes taxes & fees
Sep 7 - Sep 8
Nordick's Inn

7. 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.
₩154,309
₩177,454 total
includes taxes & fees
Sep 14 - Sep 15
Adirondack Retreat Inn & Suites

8. Tiki Resort

Tiki Resort
Lake George
  • Splash into fun all year with indoor and seasonal outdoor pools, plus a dedicated kids' pool at Lake George.
₩109,574
₩121,628 total
includes taxes & fees
Aug 24 - Aug 25
Tiki Resort

9. 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.
₩154,309
₩171,282 total
includes taxes & fees
Sep 13 - Sep 14
The Georgian Lakeside Resort

10. 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.
₩136,534
₩151,552 total
includes taxes & fees
Sep 13 - Sep 14
Lakefront Terrace 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

10/10 Excellent
"O"
Niv 5-night trip
Posted 3 hours ago
Comfort Inn & Suites Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Felt very safe and property was quiet. Good location."
Bill 3-night trip
Posted 20 hours ago
Adirondack Retreat Inn & Suites
Scotty's Lakeside Resort

Scotty's Lakeside Resort

8/10 Good
"The property along with the amenities are the nicest on the strip,however the rooms are small And outdated. The rooms are not cleaned everyday, the staff provided new towels every day but did not make the beds everyday."
melissa 5-night trip
Posted 3 days ago
Scotty's Lakeside Resort

Frequently asked questions

What are some hotels with pools in Chestertown?
The Queensbury Hotel: Offers 2 restaurants, an indoor pool, and 2 bars. La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Six Flags 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. Offers a children's pool, an indoor pool, and a sauna. Holiday Inn Resort Lake George - Adirondack Area by IHG: Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Lakefront Terrace Resort: Hotel, 1-minute walk from Lake George. Offers a private beach, a seasonal outdoor 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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