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

Chestertown Hotel Guide - Beach Hotels in Chestertown, New York

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Check availability on Chestertown Beach Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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.
€166
includes taxes & fees
27 Aug - 28 Aug
Pine Tree Motel & Cabins

2. Friends Lake Inn

Friends Lake Inn
Chestertown
€137
includes taxes & fees
13 Sept - 14 Sept
Friends Lake Inn

3. Lily Pad South at Loon Lake near Gore Mountain

Lily Pad South at Loon Lake near Gore Mountain
Chestertown
€238
includes taxes & fees
20 Sept - 21 Sept
Lily Pad South at Loon Lake near Gore Mountain

4. Lily Pad North at Loon Lake near Gore Mountain

Lily Pad North at Loon Lake near Gore Mountain
Chestertown
Lily Pad North at Loon Lake near Gore Mountain

5. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
€415
includes taxes & fees
20 Sept - 21 Sept
The Lily Pad at Loon Lake near Gore Mountain

6. Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain
Chestertown
€646
includes taxes & fees
13 Sept - 14 Sept
Eagles Nest at Loon Lake near Gore Mountain

7. 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.
€153
includes taxes & fees
27 Aug - 28 Aug
Gore Mountain Lodge

8. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
€156
includes taxes & fees
23 Sept - 24 Sept
Lodge at Schroon Lake

9. 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.
€97
includes taxes & fees
23 Sept - 24 Sept
The Juliana Resort

10. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
  • Bask in lakeside bliss with beach toys for sandy adventures, just minutes from Lake George and paddleboarding paradise.
€97
includes taxes & fees
27 Aug - 28 Aug
Adirondack Retreat Inn & Suites
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
"Nice rooms with full kitchen. Easy parking right outside room. Great location near main area of town. Not luxurious but clean and well maintained. Reasonably priced. Friendly and helpful staff."
Neil 3-night trip
Posted 3 hours ago
Adirondack Retreat Inn & Suites
Tiki Resort

Tiki Resort

8/10 Good
"We had a great stay at Tiki Resort in Lake George! The location was perfect for everything we wanted to do, and it was especially convenient being right in the heart of Lake George. The room was clean and comfortable, and the staff were friendly and helpful throughout our stay. We also really enjoyed the pool area, which was a great bonus. It was the perfect spot for a quick getaway, and we would definitely stay here again when we’re back in Lake George. Great location, comfortable accommodations, and a fun, relaxed atmosphere!"
Carly 1-night trip
Posted 12 hours ago
Tiki Resort
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Very good place near the highway"
René 1-night trip
Posted 12 hours ago
Baymont by Wyndham Queensbury / Lake George
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Great location , clean and cabana bar and pool are awesome. Heated pool open late"
Mark 2-night trip
Posted 18 hours ago
The Georgian Lakeside Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"Very clean, and friendly staffs."
JIMMY 2-night trip
Posted 1 day ago
Comfort Inn & Suites Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"."
Bob 2-night trip
Posted 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"I had a pleasant stay at the hotel, the room and bathroom were spotless, and the staff provided outstanding customer service. While the corridors and stairs could benefit from some maintenance and the soda and ice machines could be updated, these were minor issues. overall, I would recommend this hotel to others."
Diana 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Lake George
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

10/10 Excellent
"Really clean. Very quaint. Lovely owners. Close to “town” and close to lake. Perfect for our purposes."
Meghan 2-night trip
Posted 3 days ago
Pine Tree Motel & Cabins
Scotty's Lakeside Resort

Scotty's Lakeside Resort

10/10 Excellent
"Lots to do...ping pong, lake, pool, volleyball, kayak, etc."
Staci 2-night trip
Posted 4 days ago
Scotty's Lakeside Resort

Frequently asked questions

What is Chestertown like for travellers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveller planning a getaway.
What's the best accommodation option 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 holiday 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm 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 such as 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 centre. If you'd like to venture out around the area, you may want a rental car for your journey.