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

Find Beach Hotels in Chestertown, NY

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Beach Hotels

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$3,901
NT$4,330 total
includes taxes & fees
Sep 8 - Sep 9
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.
NT$5,537
NT$6,146 total
includes taxes & fees
Sep 6 - Sep 7
Pine Tree Motel & Cabins

3. 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.
NT$4,243
NT$4,709 total
includes taxes & fees
Sep 27 - Sep 28
Gore Mountain Lodge

4. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
NT$3,347
NT$3,715 total
includes taxes & fees
Sep 13 - Sep 14
Spark by Hilton Lake George Outlets

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.
NT$2,911
NT$3,231 total
includes taxes & fees
Sep 13 - Sep 14
The Juliana Resort

6. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
NT$4,306
NT$5,903 total
includes taxes & fees
Sep 30 - Oct 1
Lodge at Schroon Lake

7. 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.
NT$2,620
NT$2,908 total
includes taxes & fees
Sep 13 - Sep 14
Depe Dene Lakeside Resort

8. Admiral Motel

Admiral Motel
Lake George
NT$2,358
NT$2,617 total
includes taxes & fees
Sep 7 - Sep 8
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

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Place clean Room ok the ac wasn’t not working to the max they can offer iron the was non on the room"
Anabel 1-night trip
Posted less than an hour ago
Adirondack Retreat Inn & Suites
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"We just loved where our room was located, but seemed to bring a lot sand in the room though. I think it could be updated a bit for the price, we paid for the room."
Thomas 5-night trip
Posted 2 hours ago
Lakefront Terrace Resort
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

8/10 Good
"The room was very clean, the bed was extremely comfortable, and the staff were very friendly. We had a very pleasant stay."
Pingfei 1-night trip
Posted 6 hours ago
Pine Tree Motel & Cabins
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"The room was clean and very comfortable bed and pillow."
flora 1-night trip
Posted 1 day ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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

8/10 Good
"Y"
Charmaine 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"The room was renovated and was amazing, but the parking is confusing with people grabbing cones to hold parking spaces. I learned on the 2nd night that was an underground parking garage. Hmmm"
George 2-night trip
Posted 1 day ago
The Georgian Lakeside Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"N/A"
Leonel Andrés 2-night trip
Posted 2 days ago
Comfort Inn & Suites Lake George

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.

Explore a world of travel with Expedia