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

Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
AED 388
AED 430 total
includes taxes & fees
13 Oct - 14 Oct
Friends Lake Inn

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
11 Oct - 12 Oct
Pine Tree Motel & Cabins

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.
AED 400
AED 444 total
includes taxes & fees
12 Oct - 13 Oct
The Juliana Resort

4. 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
12 Oct - 13 Oct
Depe Dene Lakeside Resort

5. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
AED 265
AED 295 total
includes taxes & fees
18 Oct - 19 Oct
Skyline Hotel Lake George

6. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
AED 372
AED 412 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn & Suites Lake George

7. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
AED 309
AED 343 total
includes taxes & fees
28 Oct - 29 Oct
La Quinta Inn & Suites by Wyndham Lake George

8. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
AED 455
AED 506 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Lake George

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 344
AED 396 total
includes taxes & fees
12 Oct - 13 Oct
Adirondack Retreat Inn & Suites

10. 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
20 Oct - 21 Oct
Gore Mountain Lodge
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

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

10/10 Excellent
"Side building are motel style with stairs, thin walls, carpet has moisture smell, otherwise clean rooms, plenty of parking."
Cai Peng 1-night trip
Posted 18 hours ago
Fort William Henry Hotel and Conference Center
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"Great value in the area to be honest. Great price compared to other options in the area. Very convenient location to Lake George and the Worlds Biggest Garage Sale."
Brian 2-night trip
Posted 23 hours ago
Great Escape Lodge & Indoor Waterpark
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 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"Room was sparkling clean but the smell of the cleaning chemicals vas very strong in the air that gave us both headache. Even after airing the room, the smell lingered around."
Monika 3-night trip
Posted 3 days ago
The Georgian Lakeside Resort

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.