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
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Chestertown beach hotels

1. 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$5,538
NT$6,147 total
includes taxes & fees
Sep 14 - Sep 15
Pine Tree Motel & Cabins

2. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$4,253
NT$4,721 total
includes taxes & fees
Sep 15 - Sep 16
Friends Lake Inn

3. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
NT$3,347
NT$3,716 total
includes taxes & fees
Sep 20 - Sep 21
Spark by Hilton Lake George Outlets

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.
NT$4,243
NT$4,710 total
includes taxes & fees
Sep 27 - Sep 28
Gore Mountain Lodge

5. Admiral Motel

Admiral Motel
Lake George
NT$2,332
NT$2,588 total
includes taxes & fees
Sep 17 - Sep 18
Admiral Motel

6. 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 14 - Sep 15
Depe Dene Lakeside Resort

7. Heritage of Lake George

Heritage of Lake George
Lake George
  • Unwind just steps from paradise with a short walk to Shepard's Beach Park and cooling dips in the outdoor pool.
NT$2,332
NT$2,588 total
includes taxes & fees
Sep 14 - Sep 15
Heritage of Lake George

8. 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 14 - Sep 15
The Juliana 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

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Great place to stay with kiddos for all to enjoy."
Vanda 1-night trip
Posted 15 hours ago
Great Escape Lodge & Indoor Waterpark
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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

10/10 Excellent
"La piscine n etait pas très propre, l eau etait trouble"
Christine 1-night trip
Posted 18 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

10/10 Excellent
"What a lovely place and what made it lovelier was the amazing staff!! What a great group of people! Kind, conscientious and accommodating an absolute trifecta!!! Can't wait to go back!!!!"
SHELBY 2-night trip
Posted 2 days ago
Fort William Henry Hotel and Conference Center
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

10/10 Excellent
"Comfy, cozy with a wonderful staff and a fantastic location! Rooms are clean and comfortable. Has free wifi and is strategically located - easy to get anywhere!"
Justin 2-night trip
Posted 6 days ago
Pine Tree Motel & Cabins

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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