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

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Check availability on Chestertown Beach Hotels

Tonight
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chestertown beach hotels

Room
Television
Room
Property entrance

1. Friends Lake Inn

Friends Lake Inn
Chestertown
AED 379
AED 421 total
includes taxes & fees
29 Sep - 30 Sep
Friends Lake Inn
A small, single-story house with a gabled roof and a front porch.
A wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.
A small wooden cabin with a porch and two chairs in front.

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.
AED 643
AED 713 total
includes taxes & fees
29 Sep - 30 Sep
Pine Tree Motel & Cabins
A person fishing by a lake with a boat in the background.
A bedroom with a large bed, two bedside lamps, a framed picture on the wall, and a nightstand with a lamp.
A crib with a checkered design, positioned against a wall with a framed picture above it.
Private lakefront access just down the road with two docks, a cozy firepit, and comfortable outdoor seating. Perfect for fishing, enjoying the view, or unwinding by the water.

3. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
AED 551
AED 1,525 total
includes taxes & fees
29 Sep - 30 Sep
The Lily Pad at Loon Lake near Gore Mountain
A wooden building with large windows and a metal roof.
A bar area with wooden windows, shelves of liquor bottles, and glasses.
A building with a sign reading "The Lodge" and a snow-covered ground.
A wooden lodge with a snow-covered roof and multiple windows, surrounded by a snowy landscape and trees.

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.
AED 493
AED 547 total
includes taxes & fees
29 Sep - 30 Sep
Gore Mountain Lodge
A beach with white lounge chairs and a pier extending into the water.
A living room with a stone fireplace, leather furniture, and a chandelier.
A lakeside patio with wooden chairs, a fire pit, and boats in the background.
A wooden building with a balcony, a clock, and a lifebuoy.

5. 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.
AED 338
AED 375 total
includes taxes & fees
29 Sep - 30 Sep
The Juliana Resort
A beach with two people sitting on green chairs under a large umbrella, facing a lake with ducks swimming.
A row of cabins with balconies, a well-maintained lawn, and a lake view.
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 log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.

6. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
AED 515
AED 702 total
includes taxes & fees
26 Oct - 27 Oct
Lodge at Schroon Lake
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.
A gym with treadmills, an elliptical, a bench press, a water dispenser, and a TV on the wall.
A modern building with a parking lot and a fenced area.
A residential area with two-story buildings, a well-maintained lawn, and a clear sky.

7. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
AED 402
AED 446 total
includes taxes & fees
1 Oct - 2 Oct
Spark by Hilton Lake George Outlets
A beach with rows of red chairs and a dock with boats.
A hotel room with a large bed, wooden flooring, a balcony with a view of the sea, and a ceiling fan.
A wooden deck with white railings leading to a lakeside view.
A modern living room with a sofa, coffee table, and artwork on the walls.

8. 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.
AED 360
AED 400 total
includes taxes & fees
5 Oct - 6 Oct
Depe Dene Lakeside Resort
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.
A cozy room with a large bed, a fireplace, a stone wall, and wooden beams on the ceiling.
A compact hotel room with a kitchenette, a dining area, a bed, and a TV.
A two-story motel with a balcony, a covered outdoor seating area, and a parking lot.

9. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
  • Bask in lakeside bliss with beach toys for sandy adventures, just minutes from Lake George and paddleboarding paradise.
AED 352
AED 405 total
includes taxes & fees
30 Sep - 1 Oct
Adirondack Retreat Inn & Suites
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 white building with a yellow awning, a porch with flowers, and American flags.
A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.

10. Admiral Motel

Admiral Motel
Lake George
AED 294
AED 327 total
includes taxes & fees
29 Sep - 30 Sep
Admiral Motel
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

Lakefront Terrace Resort

Lakefront Terrace Resort

8/10 Good
"A terrific option for the area at a decent price point, we enjoyed our stay and would definitely consider staying here again while in the area. Our room and the grounds with private beach offer serene views of the lake. The parking lot is on a steep incline so your vehicle might be parked tipped on a severe angle, which can make getting in and out of your vehicle a bit of a struggle, particularly if you have mobility issues. The staff were all very friendly and helpful. The village is near enough to walk to, weather permitting."
Philip 2-night trip
Posted 4 hours ago
Lakefront Terrace Resort
Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

8/10 Good
"La chambre était propre, facile d'accès, des jeux extérieurs pour les enfants, de ce côté c'est très bien. Chambre mal isolée, la route s'entend parfaitement et il ne faut pas compter sur le "déjeuner à emporter": il s'agit de pommes et de barres figues."
Louis-Philipp 1-night trip
Posted 15 hours ago
Super 8 by Wyndham Lake George/Downtown

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.