Top Beach Resorts in Chestertown

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

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Our top choices for Chestertown beach hotels

A small, single-story house with a gabled roof and a front porch.

A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.

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 small wooden cabin with a porch and two chairs in front.

1. 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.

S$246

includes taxes & fees

12 Sept - 13 Sept

2. Friends Lake Inn

Chestertown

S$137

includes taxes & fees

22 Sept - 23 Sept

A wooden building with large windows and a metal roof.

A bar area with wooden windows, shelves of liquor bottles, and glasses.

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.

3. 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.

S$188

includes taxes & fees

27 Sept - 28 Sept

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 modern interior with yellow rocking chairs, a white table, and a grey couch.

A wall with a geometric pattern and the text 'It only takes a spark'.

A hotel room with a bed, a desk with a chair, a television, a lamp, and a framed picture on the wall.

4. Spark by Hilton Lake George Outlets

Lake George

S$148

includes taxes & fees

16 Sept - 17 Sept

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.

5. The Juliana Resort

Diamond Point

Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.

S$129

includes taxes & fees

13 Sept - 14 Sept

A beach with rows of red chairs and a dock with boats.

An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.

A modern living room with a sofa, coffee table, and artwork on the walls.

A wooden deck with white railings leading to a lakeside view.

6. 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.

S$116

includes taxes & fees

13 Sept - 14 Sept

A beach with two people sitting on green chairs under a large umbrella, facing a lake with ducks swimming.

Two people sitting at a wooden table with a view of a lake and trees.

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

Schroon Lake

S$236

includes taxes & fees

30 Sept - 1 Oct

A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.

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.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

8. Admiral Motel

Lake George

S$103

includes taxes & fees

17 Sept - 18 Sept

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Choose what matters most at beach hotels in Chestertown

Pool

Breakfast included

4 stars

5 stars

All-inclusive

Top Chestertown Hotel Reviews

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

8/10 Good

"Great place to stop on my way to Canada. Staaf at front desk was very inviting. Place was quiet and safe for a single traveler. Rooms are older but well kept. Breakfast was good just missing some fresh fruit. Price was very affordable."

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 ."

Adirondack Retreat Inn & Suites

8/10 Good

"Fine stay for one night. I wouldn't recommend it for those who want access to the lake."

Howard Johnson by Wyndham Lake George

10/10 Excellent

"Will stay again"

Great Escape Lodge & Indoor Waterpark

10/10 Excellent

"good place to be"

Pine Tree Motel & Cabins

10/10 Excellent

"Comfy, cozy with a wonderful staff and a fantastic location! Rooms are clean and comfortable. Has free wifi and is strategically located - easy to get anywhere!"

Super 8 by Wyndham Lake George/Warrensburg Area

8/10 Good

"I LIKED MY STAY FOR 2 NIGHTS. IT WAS RELAXING. AFTER THE FIRST NIGHT AND UPON MY RETURN FROM SIGHTSEEING, MY REMAIN WAS NOT CLEANED . LACK OF HOUSE KEEPING PUT ME OFF"

Frequently asked questions

What is Chestertown like for travellers who love the beach?

Known for its lakeside setting, Chestertown offers a lot for the traveller planning a getaway.

What's the best accommodation option 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 holiday 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm 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 Veterans Memorial Park Beach or Rogers Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions such as Loon Lake Beach and Friends Lake. Other things to see and do in the area are Loon Lake and Hudson River.

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 centre. If you'd like to venture out around the area, you may want a rental car for your journey.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chestertown Beach Resorts

Our top choices for Chestertown beach hotels

1. Pine Tree Motel & Cabins

2. Friends Lake Inn

3. Gore Mountain Lodge

4. Spark by Hilton Lake George Outlets

5. The Juliana Resort

6. Depe Dene Lakeside Resort

7. Lodge at Schroon Lake

8. Admiral Motel

Choose what matters most at beach hotels in Chestertown

Top Chestertown Hotel Reviews

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

Lakefront Terrace Resort

Adirondack Retreat Inn & Suites

Howard Johnson by Wyndham Lake George

Great Escape Lodge & Indoor Waterpark

Pine Tree Motel & Cabins

Super 8 by Wyndham Lake George/Warrensburg Area

Frequently asked questions

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