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.
$92 nightly
$102 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$99 nightly
$110 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$87 nightly
$97 total
Sep 1 - Sep 2
Total with taxes and fees
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.
$74 nightly
$82 total
Sep 3 - Sep 4
Total with taxes and fees
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.
$169 nightly
$191 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$100 nightly
$111 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$88 nightly
$98 total
Sep 15 - Sep 16
Total with taxes and fees
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.
$77 nightly
$86 total
Aug 24 - Aug 25
Total with taxes and fees
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.
$109 nightly
$121 total
Sep 13 - Sep 14
Total with taxes and fees
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.
$92 nightly
$102 total
Sep 15 - Sep 16
Total with taxes and fees
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

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"The water park is for family with children only, few activities only for the water park."
Sandra M 2-night trip
Posted 14 hours ago
Great Escape Lodge & Indoor Waterpark
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 16 hours ago
Adirondack Retreat Inn & Suites
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"Great amenities. Perfect location to shopping and restaurants. Helpful staff!"
Marco 3-night trip
Posted 2 days ago
Surfside On The Lake
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
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Very family friendly. Easy check in, friendly staff. Love the pools and mountain views."
Mary 1-night trip
Posted 4 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

Frequently asked questions

What are some hotels with pools in Chestertown?
Peaceful Lakeside Retreat with Private Beach: Offers 2 restaurants, an indoor pool, and 2 bars. The Queensbury Hotel: Hotel located near Six Flags Great Escape. Provides 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. Offers a children's pool, an indoor pool, and a sauna. Great Escape Lodge & Indoor Waterpark: Hotel, 1-minute walk from Lake George. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Holiday Inn Resort Lake George - Adirondack Area by IHG: 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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