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

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Check availability on Chestertown Beach Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
₩164,987
₩183,121 total
includes taxes & fees
Sep 29 - Sep 30
Friends Lake Inn
A small, single-story house with a gabled roof and a front porch.
A wooden arbor structure in a grassy area with two potted plants.
A small wooden cabin with a porch and two chairs in front.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.

2. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
  • Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
₩237,178
₩263,268 total
includes taxes & fees
Sep 28 - Sep 29
Pine Tree Motel & Cabins
A beach with white lounge chairs and a pier extending into the water.
A waterfront deck with lounge chairs, a sailboat, and a dock extending into calm water.
A living room with a stone fireplace, leather furniture, and a chandelier.
A wooden building with a balcony, a clock, and a lifebuoy.

3. The Juliana Resort

The Juliana Resort
Diamond Point
  • Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
₩140,123
₩155,536 total
includes taxes & fees
Oct 5 - Oct 6
The Juliana Resort
A wooden building with large windows and a metal roof.
A wooden lodge with a snow-covered roof and multiple windows, surrounded by a snowy landscape and trees.
A building with a sign reading "The Lodge" and a snow-covered ground.
A yurt interior with a central wood-burning stove, leather seating, and a traditional rug.

4. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
  • Coastal adventure by day, cabin-style comfort by night at this state park motel, where serene sandy beaches await just steps from your door.
₩181,746
₩201,723 total
includes taxes & fees
Oct 20 - Oct 21
Gore Mountain Lodge
A beach with rows of red chairs and a dock with boats.
A wooden deck with white railings leading to a lakeside view.
An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.
A hotel room with a large bed, wooden flooring, a balcony with a view of the sea, and a ceiling fan.

5. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
  • Barefoot bliss awaits at this waterfront retreat with private beach access, beach loungers, and kayaking adventures on Lake George.
₩132,955
₩147,565 total
includes taxes & fees
Sep 27 - Sep 28
Depe Dene Lakeside Resort
A fire pit surrounded by Adirondack chairs on a patio overlooking a lake and forested hills.
A residential area with a hanging flower basket, houses, and a lake in the background.
A swimming pool area with lounge chairs and umbrellas, surrounded by a white fence, overlooking a lake and forested hills.
A two-story house with a porch, multiple windows, and hanging flower baskets.

6. Nordick's Inn

Nordick's Inn
Lake George
₩102,701
₩113,998 total
includes taxes & fees
Sep 24 - Sep 25
Nordick's Inn
A beach with two people sitting on green chairs under a large umbrella, facing a lake with ducks swimming.
A log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.
A row of cabins with balconies, a well-maintained lawn, and a lake view.

7. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
₩190,741
₩259,949 total
includes taxes & fees
Sep 30 - Oct 1
Lodge at Schroon Lake
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.
A white building with a yellow awning, a porch with flowers, and American flags.

8. Admiral Motel

Admiral Motel
Lake George
₩108,560
₩120,503 total
includes taxes & fees
Sep 27 - Sep 28
Admiral Motel
A bathroom with a sink, mirror, towel rack, shower, and toilet.
A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.
A two-story building with a sign reading "Howard Johnson."
A reception area with a wooden reception desk, a bulletin board with travel brochures, and a wooden floor.

9. Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
Lake George
₩101,648
₩112,829 total
includes taxes & fees
Sep 27 - Sep 28
Howard Johnson by Wyndham Lake George
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A spacious lobby with a high ceiling, a staircase, and a reception desk.
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A room with a wooden bench, a large tapestry, and a staircase leading to another room.

10. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
  • Stroll mere minutes to Million Dollar Beach, where the shoreline beckons with golden sands and a chance to unwind along Lake George.
₩162,886
₩180,805 total
includes taxes & fees
Oct 19 - Oct 20
Comfort Inn & Suites Lake George
View all properties

Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chestertown Hotel Reviews

Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

8/10 Good
"👍"
Shaheen 2-night trip
Posted 1 hour ago
Super 8 by Wyndham Lake George/Downtown
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Todo lindo. , quisiera solo decir que en la tina de baño debería haber una alfombra antideslizante. Me daba miedo caerme. De hay todo fue espectacular"
Letty 3-night trip
Posted 4 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
"Very clean, helpful staff, convenient location to the town of LG"
Robert 3-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Location"
Michael 3-night trip
Posted 10 hours ago
The Georgian Lakeside Resort
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good
"Great place to stay while in Lake George. Older property that has been updated well."
James 2-night trip
Posted 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Tiki Resort

Tiki Resort

8/10 Good
"The room was updated nicely including a nice bathroom and shower. Beds were nice and all furniture in the room were new. Just 2 areas for improvements. The WIFI does not work in the rooms that are detached from the main building. Every time you try to connect the same message comes up and says cannot connect to WIFI at the time. Yet when you go into the main building you hook up right away. All that is needed is a repeater if proper strength attached to the building of rooms to correct this problem. This was the same problem the last time it stayed there. The other problem is it appears that the floors are not mopped after each stay. The evidence was I dropped a bit of water on the floor. I took a tissue to dry it up and the tissue turned black. We had just checked into the room. There is no reason why after each stay the main traffic areas which is very small is not properly mopped to keep the floor clean. No other issues."
Louis 2-night trip
Posted 2 days ago
Tiki Resort
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

10/10 Excellent
"We were coming in late and called the main desk. The lady went ahead and confirmed us over the phone and we squared up in the morning. Nice folks and nice, clean little cabin."
Michael 1-night trip
Posted 2 days ago
Pine Tree Motel & Cabins

Frequently asked questions

What is Chestertown like for travelers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway.
What's the best accommodation to stay near the beach in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach.
When's the best time for a beach vacation in Chestertown?
Plan your trip to the beach with a look at the seasons in Chestertown: 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.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Loon Lake Beach or Veterans Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions like Friends Lake and Loon Lake. Other things to see and do in the area are Hudson River and Tripp Pond.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest major airport which is located 23.6 mi (38 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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