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

Find beach hotels in Chestertown, NY from CA $155

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Check availability on Chestertown Beach Hotel

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Chestertown beach hotels

Room
Property entrance
Restaurant
Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
CA $147
CA $163 total
includes taxes & fees
Oct 13 - Oct 14
Friends Lake Inn
A person fishing by a lake with a boat in the background.
A crib with a checkered design, positioned against a wall with a framed picture above it.
A bedroom with a large bed, two bedside lamps, a framed picture on the wall, and a nightstand with a lamp.
A living room with a fireplace, a television, a couch, and a plant.

2. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
CA $214
CA $630 total
includes taxes & fees
Oct 13 - Oct 14
The Lily Pad at Loon Lake near Gore Mountain
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 wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.

3. 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.
Pine Tree Motel & Cabins
A beach with white lounge chairs and a pier extending into the water.
A wooden building with a balcony, a clock, and a lifebuoy.
A lakeside patio with wooden chairs, a fire pit, and boats in the background.
A living room with a stone fireplace, leather furniture, and a chandelier.

4. 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.
CA $155
CA $172 total
includes taxes & fees
Oct 13 - Oct 14
The Juliana Resort
Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.
A bar area with wooden chairs, a counter with a glass display, and hanging lights.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
A room with a balcony, a sofa, a table, and a lamp.

5. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
CA $177
CA $196 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Lake George
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.
Two people sitting at a wooden table with a view of a lake and trees.

6. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
CA $181
CA $251 total
includes taxes & fees
Nov 1 - Nov 2
Lodge at Schroon Lake
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 yurt interior with a central wood-burning stove, leather seating, and a traditional rug.

7. 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.
CA $191
CA $212 total
includes taxes & fees
Oct 20 - Oct 21
Gore Mountain Lodge
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.
An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.
A wooden deck with white railings leading to a lakeside view.

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.
CA $140
CA $155 total
includes taxes & fees
Oct 13 - Oct 14
Depe Dene Lakeside Resort
A beach with a sailboat docked near the shore, a sandy beach, and a calm lake with boats and buoys in the background.
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.
A bar area with a view of a lake and hills, a chalkboard menu, and a variety of bottles and glasses.

9. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
  • Sun, sand, and surf at your doorstep—relax on a private sandy beach with kayaking, loungers, and access to thrilling water sports.
CA $140
CA $155 total
includes taxes & fees
Oct 16 - Oct 17
The Georgian Lakeside Resort
A hotel room with two beds, a desk with a television, and a window with curtains.
A hotel pool area with multiple pools, lounge chairs, and a covered seating area.
A dining area with a table and chairs, a kitchen area with a microwave and stove, and a television in the living room.
A hotel room with a television, sofa, armchair, dining table, and chairs.

10. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
CA $103
CA $114 total
includes taxes & fees
Oct 18 - Oct 19
Skyline Hotel 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

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"La chambre était parfaite, les lits sont confortables. Le parc aquatique intérieur est parfait pour les jeunes. Restaurant a même l'hôtel est un gros plus."
Melanie 1-night trip
Posted 6 hours ago
Great Escape Lodge & Indoor Waterpark
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

10/10 Excellent
"The hotel is clean and the view is amazing! There are endless shops, restaurants, boat tours and activities within walking distance. The fire pits overlooking the lake are a nice touch. Highly recommend!"
Shannon 2-night trip
Posted 7 hours ago
Fort William Henry Hotel and Conference Center
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"We enjoyed our room and the bedding was very comfortable. The amenities in the room was wonderful"
Cynthia 1-night trip
Posted 7 hours ago
Baymont by Wyndham Queensbury / Lake George
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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

10/10 Excellent
"Clean room great customer service front desk Breakfast was great"
Jeannette 1-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Surfside On The Lake

Surfside On The Lake

8/10 Good
"It was good but not that great. I had 2 flying bug bugs in my room. That disappointed me the most but on top of that this was okay for a night."
Shreya 1-night trip
Posted 8 hours ago
Surfside On The Lake
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Been visiting LG for nearly 30 years and this was our first visit to the Georgian. Had zero issues. A wonderful stay. Would definitely recommend."
Deborah 2-night trip
Posted 11 hours ago
The Georgian Lakeside Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"A wonderful place to stay. I couldn't have enjoyed my stay more. My room was clean, the staff were friendly and helpful."
Katherine 3-night trip
Posted 12 hours ago
Adirondack Retreat Inn & Suites
Friends Lake Inn

Friends Lake Inn

8/10 Good
"The staff were very helpful and friendly. The amenities should be improved and the bathroom shower and tiles should be cleaner."
william 1-night trip
Posted 2 days ago
Friends Lake Inn
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good
"This property is very well-maintained and clean. Their rooms are fresh and updated and the property looks relaxing and inviting. We didn’t really use any of the amenities, but it was well situated. The only thing I would say is if you’re looking for something on the water or with water views, this is not the property for you. Other than that, it’s well worth a visit."
Eric 2-night trip
Posted 3 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

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 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 like 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 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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