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

Find beach hotels in Chestertown, NY from CA $158

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Check availability on Chestertown Beach Hotel

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chestertown beach hotels

Room
Television
Restaurant
Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
CA $146
CA $162 total
includes taxes & fees
Oct 22 - Oct 23
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 living room with a fireplace, a television, a couch, and a plant.
A bedroom with a large bed, two bedside lamps, a framed picture on the wall, and a nightstand with a lamp.

2. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
CA $211
CA $624 total
includes taxes & fees
Oct 25 - Oct 26
The Lily Pad at Loon Lake near Gore Mountain
A beach with two people sitting on green chairs under a large umbrella, facing a lake with ducks swimming.
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.
A row of cabins with balconies, a well-maintained lawn, and a lake view.

3. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
CA $174
CA $243 total
includes taxes & fees
Nov 8 - Nov 9
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 yurt interior with a central wood-burning stove, leather seating, and a traditional rug.
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.
CA $189
CA $209 total
includes taxes & fees
Nov 15 - Nov 16
Gore Mountain Lodge
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.
A spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.
A hotel lobby with a reception desk, seating area, stone fireplace, and large windows.
A hotel with a covered entrance, large windows, and a parking lot.

5. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
CA $158
CA $175 total
includes taxes & fees
Nov 18 - Nov 19
Holiday Inn Resort Lake George - Adirondack Area by IHG
Room
A room with a balcony, a sofa, a table, and a lamp.
A bar area with wooden chairs, a counter with a glass display, and hanging lights.
A hotel room with a bed, a chair, a small table, a lamp, and a balcony with a table and chairs.

6. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
CA $174
CA $194 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.
An indoor swimming pool area with lounge chairs, a lifeguard warning sign, and a clear view of the pool.
A spa area with a hot tub, seating, and a view of the outdoors.

7. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
CA $145
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Lake George
A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.
A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.
A terrace with outdoor seating, a view of a lake, and a dock.
A log cabin with a porch and a staircase leading to the entrance.

8. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
CA $210
CA $233 total
includes taxes & fees
Nov 9 - Nov 10
Lodges At Cresthaven
A restaurant with multiple tables and chairs, a counter with a beverage dispenser, and a menu board.
A hotel room with a large bed, bedside lamps, a desk with a television, and a window with curtains.
A home office with a coffee machine, a computer desk, and a bookshelf.
A bathroom with a sink, toilet, and shower.

9. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
CA $102
CA $113 total
includes taxes & fees
Oct 29 - Oct 30
Skyline Hotel Lake George
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 table with a meal, a drink, and a view of the sea.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

10. 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 $144
CA $160 total
includes taxes & fees
Oct 22 - Oct 23
The Georgian Lakeside Resort
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

The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"We booked this hotel at the last minute and we were pleasantly surprised. Our room had recently been renovated. It was clean, comfortable, and we were thrilled, but there was flooring instead of a rug. My only complaint was that the rooms were not well insulated so you could hear lots of noise outside when other people were not being considerate of others late at night."
Michelle 1-night trip
Posted 2 hours ago
The Georgian Lakeside Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"The room was nice and clean. The staff were excellent!"
Giuseppe 3-night trip
Posted 1 day ago
Adirondack Retreat Inn & Suites
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"Good value"
Ellen 1-night trip
Posted 1 day ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Breakfast could be for more hours"
Julie 1-night trip
Posted 1 day ago
Baymont by Wyndham Queensbury / Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Staff were friendly and helpful. Kids had fun"
Stephanie 1-night trip
Posted 2 days ago
Great Escape Lodge & Indoor Waterpark

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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