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 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$4,159
NT$4,617 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$5,555
NT$6,166 total
includes taxes & fees
Sep 9 - Sep 10
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$4,257
NT$4,724 total
includes taxes & fees
Sep 27 - Sep 28
Gore Mountain Lodge

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.
NT$2,923
NT$3,245 total
includes taxes & fees
Sep 13 - Sep 14
The Juliana Resort

5. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
NT$4,325
NT$5,928 total
includes taxes & fees
Sep 30 - Oct 1
Lodge at Schroon Lake

6. Admiral Motel

Admiral Motel
Lake George
NT$2,368
NT$2,628 total
includes taxes & fees
Sep 7 - Sep 8
Admiral Motel

7. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
NT$3,358
NT$3,727 total
includes taxes & fees
Sep 13 - Sep 14
Spark by Hilton Lake George Outlets
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

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

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

10/10 Excellent
"Good one"
Ramprasad 1-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Will definitely go back"
Rouguiatou 2-night trip
Posted 6 hours ago
The Georgian Lakeside Resort
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"Access to all restaurants and stores"
MERCEDES 3-night trip
Posted 8 hours ago
Howard Johnson by Wyndham Lake George
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"N/A"
Leonel Andrés 2-night trip
Posted 9 hours ago
Comfort Inn & Suites Lake George
Tiki Resort

Tiki Resort

8/10 Good
"Clean rooms, staff was nice and helpful easy parking.."
John 1-night trip
Posted 12 hours ago
Tiki Resort
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"N/A"
Karen 6-night trip
Posted 14 hours ago
Great Escape Lodge & Indoor Waterpark
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"It was a great stay!"
diana 3-night trip
Posted 15 hours ago
Lakefront Terrace Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Everything was clean, convenient, and comfortable. If you are staying on the first floor, you can hear people walking above you, though."
Koral 2-night trip
Posted 2 days ago
Adirondack Retreat Inn & Suites
Scotty's Lakeside Resort

Scotty's Lakeside Resort

8/10 Good
"Room was clean, beds comfortable, shower was good. Only drawback was the a/c unit which emitted smelly air...mildewy? Nice location at the edge of the busy part of town, walkable to restaurants. I was impressed with the beautiful fresh flower hanging baskets on every porch, the outside area is nice, pool looked great, front desk staff very pleasant. Seems like a good place for families with kids."
Kristin 1-night trip
Posted 3 days ago
Scotty's 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 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