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
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$3,321
NT$3,687 total
includes taxes & fees
Oct 22 - Oct 23
Friends Lake Inn

2. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
NT$5,282
NT$5,863 total
includes taxes & fees
Nov 8 - Nov 9
Lodges At Cresthaven

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.
The Juliana Resort

4. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
NT$3,995
NT$5,576 total
includes taxes & fees
Nov 8 - Nov 9
Lodge at Schroon Lake

5. 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$4,345
NT$4,823 total
includes taxes & fees
Oct 21 - Oct 22
Gore Mountain Lodge

6. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
NT$3,629
NT$4,028 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Resort Lake George - Adirondack Area by IHG

7. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
NT$4,018
NT$4,460 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George

8. 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.
Depe Dene Lakeside Resort

9. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
NT$2,341
NT$2,598 total
includes taxes & fees
Oct 25 - Oct 26
Skyline Hotel Lake George
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

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Was a great place to stay! All of the staff I encountered were very friendly and helpful. Price was definitely worth it! Will be my top pick when I am back in the area!"
Glenn 1-night trip
Posted 11 hours ago
Baymont by Wyndham Queensbury / Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Staff were friendly and helpful. Kids had fun"
Stephanie 1-night trip
Posted 12 hours ago
Great Escape Lodge & Indoor Waterpark
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"Incredible location! Just steps away to Beach Rd. Staff at the front desk were very nice. Very good heat in the room (went in late October and it was chilly in the morning!) Of course in a motel I always recommend sleep eye mask and ear plugs if you’re a light sleeper. Would definitely stay again."
Emily 3-night trip
Posted 13 hours ago
Howard Johnson by Wyndham Lake George
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

10/10 Excellent
"We had a room overlooking the lake with beautiful view. Enjoyed the accommodations. Did not like the parking on Saturday because of a wedding but other than that we enjoyed our stay"
Christina 2-night trip
Posted 15 hours ago
Fort William Henry Hotel and Conference Center
Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"We had one minor issue that was addressed And corrected immediately at the front desk with no issues whatsoever 🤗"
Vincent 4-night trip
Posted 21 hours ago
Surfside On The Lake
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"The checkin was great, the room was spotless. Excellent place to stay"
matthew 1-night trip
Posted 2 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.

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