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
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
NT$4,835
NT$5,366 total
includes taxes & fees
Sep 20 - Sep 21
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$5,592
NT$6,207 total
includes taxes & fees
Aug 23 - Aug 24
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$5,148
NT$5,714 total
includes taxes & fees
Aug 24 - Aug 25
Gore Mountain Lodge

4. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
NT$4,482
NT$6,111 total
includes taxes & fees
Sep 20 - Sep 21
Lodge at Schroon Lake

5. 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$3,803
NT$4,221 total
includes taxes & fees
Sep 7 - Sep 8
The Juliana Resort

6. 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.
NT$3,483
NT$4,005 total
includes taxes & fees
Sep 15 - Sep 16
Adirondack Retreat Inn & Suites

7. Admiral Motel

Admiral Motel
Lake George
NT$2,502
NT$2,777 total
includes taxes & fees
Sep 2 - Sep 3
Admiral Motel

8. Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
Lake George
NT$3,195
NT$3,547 total
includes taxes & fees
Aug 23 - Aug 24
Amber Lantern Lake George Motel and Cottage Rentals

9. 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$3,135
NT$3,479 total
includes taxes & fees
Sep 14 - Sep 15
Depe Dene Lakeside 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

Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Absolutely Amazing Stay! ⭐⭐⭐⭐⭐ We had such a wonderful stay at this motel! The place is absolutely beautiful, peaceful, and very clean. The view was breathtaking and honestly one of the best parts of our stay — we could have sat there for hours just enjoying the scenery! 😍 The swimming pool was also extremely clean and well maintained, which made it even more enjoyable, especially for the kids. Everything was neat, comfortable, and welcoming. The whole property has such a relaxing atmosphere, and you can really tell that they care about keeping the place nice for their guests. We had a fantastic experience and would definitely recommend this motel to anyone looking for a beautiful, clean, and relaxing place to stay. We would absolutely come back again! ❤️"
Nor 3-night trip
Posted less than an hour ago
Lakefront Terrace Resort
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"Il y a du monde qui ont fait pipi dans l’eau"
Paul Eddy 2-night trip
Posted less than an hour ago
Great Escape Lodge & Indoor Waterpark
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"(:"
Dragan 4-night trip
Posted 3 hours ago
Comfort Inn & Suites Lake George
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Nice hotel close to 6 flags. Hotel was on a large property away from the crowd, staff nice and no issues,will stay again."
Don 1-night trip
Posted 4 hours ago
Baymont by Wyndham Queensbury / Lake George
The Georgian Lakeside Resort

The Georgian Lakeside Resort

8/10 Good
"Family of four, two kids aged 5 and 3. The hotel for us was perfect as far as amenities, the pool was great and the kids enjoyed the beach area downstairs on the lake. Location wise it was perfect as well, located directly on Canada St and within walking distance to everything. Some negatives were the bar at the pool, a bit unorganized and the drinks weren’t great. The room could use an update, felt a bit dated but it was clean. Overall we enjoyed our stay and would definitely book again for future trips to Lake George. Highly recommended for those traveling with young children."
Steven 2-night trip
Posted 13 hours ago
The Georgian Lakeside Resort
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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

10/10 Excellent
"Bathroom could use an upgrade and the breakfast area was extremely crowded. Our room was clean and comfortable and the staff were extremely helpful. If I’m in the area again, I would choose to stay here."
Edie 2-night trip
Posted 17 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Great place to stay. Friendly staff and the pool was very warm and nice. The playground had things to do for the kids. The rooms were"
Jennifer 1-night trip
Posted 22 hours ago
Adirondack Retreat Inn & Suites
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good
"Our stay here overall was very nice. The front desk staff was helpful, but they were overwhelmed with check-ins, check-outs as well as giving and taking pool towels and providing smore supplies. They needed a concierge to help out but that desk was always empty. The lake is a pretty far walk from the hotel."
Carol 3-night trip
Posted 23 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Scotty's Lakeside Resort

Scotty's Lakeside Resort

8/10 Good
"Some of the furniture was run down and the pool edges needed some fixing but besides that it was clean and nice."
Lindsey 2-night trip
Posted 2 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.

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