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 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.
$102 nightly
$113 total
Sep 23 - Sep 24
Total with taxes and fees
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.
$80 nightly
$89 total
Sep 9 - Sep 10
Total with taxes and fees
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.
$77 nightly
$86 total
Oct 4 - Oct 5
Total with taxes and fees
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.
$74 nightly
$82 total
Oct 4 - Oct 5
Total with taxes and fees
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.
$85 nightly
$94 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$95 nightly
$105 total
Oct 4 - Oct 5
Total with taxes and fees
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.
$99 nightly
$110 total
Sep 7 - Sep 8
Total with taxes and fees
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.
$71 nightly
$79 total
Oct 4 - Oct 5
Total with taxes and fees
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.
$170 nightly
$192 total
Sep 13 - Sep 14
Total with taxes and fees
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.
$92 nightly
$102 total
Sep 17 - Sep 18
Total with taxes and fees
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

Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"It was great the only complaint I have is the rooms were humid. The bathroom especially. No ventalation in the bathroom and the walls were very wilted due to the humidity. The staff was amazing !"
Linda 3-night trip
Posted 2 hours ago
Lakefront Terrace Resort
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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

10/10 Excellent
"Love this place one thing should be changed though and it’s that smelly carpet especially in the main elevator. Breakfast is always good the kitchen helpers are not always in a good mood. And they seem to be very anxious that we leave so they close up the breakfast place. And the towels are so so tiny would be good to upgrade to bigger towels and they didn’t always have some in the pool area. The 14$ crédit is not really a credit they give you a bag with some snacks in it that apparently is valued of 14$ . In all was still a family hotel good location next to great escape."
Salvatore 2-night trip
Posted 2 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
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 5 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 11 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 13 hours ago
Adirondack Retreat Inn & Suites
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Washer dryers and vending maintained"
Victoria 4-night trip
Posted 14 hours ago
Baymont by Wyndham Queensbury / Lake George
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 2 days ago
Scotty's Lakeside Resort

Frequently asked questions

What are some hotels with pools in Chestertown?
Pine Tree Motel & Cabins: Provides 2 restaurants, an indoor pool, and 2 bars. Peaceful Lakeside Retreat with Private Beach: Hotel located near Great Escape. Features daily, an indoor pool, and free self parking. The Queensbury Hotel: 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. Great Escape Lodge & Indoor Waterpark: 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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