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
Sep 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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.
$92 nightly
$102 total
Sep 13 - Sep 14
Total with taxes and fees
The Juliana Resort

2. 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.
$92 nightly
$102 total
Sep 13 - Sep 14
Total with taxes and fees
Depe Dene 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.
$75 nightly
$83 total
Sep 13 - Sep 14
Total with taxes and fees
Admiral Motel

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.
$78 nightly
$87 total
Oct 5 - Oct 6
Total with taxes and fees
Lakefront Terrace Resort

5. 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.
$80 nightly
$89 total
Sep 21 - Sep 22
Total with taxes and fees
Adirondack Retreat Inn & Suites

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.
$108 nightly
$120 total
Sep 13 - Sep 14
Total with taxes and fees
The Georgian Lakeside Resort

7. Heritage of Lake George

Heritage of Lake George
Lake George
  • Dive into sparkling waters at this family-friendly lake motel with heated outdoor pool.
$82 nightly
$91 total
Sep 15 - Sep 16
Total with taxes and fees
Heritage of Lake George

8. 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.
$99 nightly
$110 total
Sep 14 - Sep 15
Total with taxes and fees
Scotty's Lakeside Resort

9. 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.
$78 nightly
$87 total
Sep 16 - Sep 17
Total with taxes and fees
Tiki Resort

10. Surfside On The Lake

Surfside On The Lake
Lake George
  • Dip into lakeside luxury at this serene poolside retreat with sunset mountain views.
$119 nightly
$132 total
Oct 12 - Oct 13
Total with taxes and fees
Surfside On The Lake
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
"Clean room, good breakfast , very friendly staff"
vismand 1-night trip
Posted 14 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"It was wonderful clean great beach absolutely wonderful. Just wish others not from here would respect rules manors others around them . Clean up after them selves try to not get stuff for free . Watch there kids not have kids watch kids .Would definitely go back ."
DAWN 3-night trip
Posted 1 day ago
Lakefront Terrace Resort
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"Will stay again"
Anthony 2-night trip
Posted 2 days ago
Howard Johnson by Wyndham Lake George

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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