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 11 - Sep 12
Tomorrow
Sep 12 - Sep 13
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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$5,521
NT$6,129 total
includes taxes & fees
Sep 12 - Sep 13
Pine Tree Motel & Cabins

2. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$3,086
NT$3,425 total
includes taxes & fees
Sep 22 - Sep 23
Friends Lake Inn

3. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
NT$3,337
NT$3,704 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$4,231
NT$4,696 total
includes taxes & fees
Sep 29 - Sep 30
Gore Mountain Lodge

5. Admiral Motel

Admiral Motel
Lake George
NT$2,325
NT$2,581 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$2,612
NT$2,899 total
includes taxes & fees
Sep 13 - Sep 14
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$2,325
NT$2,581 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$2,895
NT$3,213 total
includes taxes & fees
Sep 15 - Sep 16
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

Scotty's Lakeside Resort

Scotty's Lakeside Resort

10/10 Excellent
"The staff works really hard at keeping the place clean, from the rooms to the pool and lake beach area. Friendly, great spot for everyone from kids to couples."
Robert 3-night trip
Posted 5 hours ago
Scotty's Lakeside Resort
Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

8/10 Good
"Breakfast was said to be there, but it was just coffee and Tea."
David 1-night trip
Posted 7 hours ago
Super 8 by Wyndham Lake George/Downtown
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Pool was really heated, lake front area was peaceful, staff were friendly and helpful, location to downtown was simple, only issue is the bathrooms could do with updating."
mary 2-night trip
Posted 7 hours ago
Lakefront Terrace Resort
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 4 days ago
Pine Tree Motel & Cabins
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

8/10 Good
"I LIKED MY STAY FOR 2 NIGHTS. IT WAS RELAXING. AFTER THE FIRST NIGHT AND UPON MY RETURN FROM SIGHTSEEING, MY REMAIN WAS NOT CLEANED . LACK OF HOUSE KEEPING PUT ME OFF"
Namita 3-night trip
Posted 4 days ago
Super 8 by Wyndham Lake George/Warrensburg Area

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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