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

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Check availability on Chestertown Beach Resorts & Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Chestertown beach hotels

Exterior

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (157 reviews)
  • cleanliness
    Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
The price is Rp3.149.475
Rp3.495.917 total
includes taxes & fees
5 Aug - 6 Aug
Pine Tree Motel & Cabins
Premier Room | 1 bedroom, premium bedding, iron/ironing board, free WiFi

2. Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (114 reviews)
The price is Rp3.428.249
Rp3.805.286 total
includes taxes & fees
9 Aug - 10 Aug
Friends Lake Inn
Exterior

3. Llama House ADK

Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (36 reviews)
The price is Rp2.232.348
Rp2.477.906 total
includes taxes & fees
5 Aug - 6 Aug
Llama House ADK
Front of property

4. Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (219 reviews)
  • cleanliness
    Coastal adventure by day, cabin-style comfort by night at this state park motel, where serene sandy beaches await just steps from your door.
The price is Rp2.899.317
Rp3.218.044 total
includes taxes & fees
24 Aug - 25 Aug
Gore Mountain Lodge
Private beach, kayaking, motor boating

5. Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.2 out of 10, Wonderful, (508 reviews)
The price is Rp2.891.218
Rp3.856.839 total
includes taxes & fees
2 Sept - 3 Sept
Lodge at Schroon Lake
Indoor pool

6. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.8 out of 10, Excellent, (1,668 reviews)
The price is Rp1.927.479
Rp2.139.303 total
includes taxes & fees
31 Aug - 1 Sept
La Quinta Inn & Suites by Wyndham Lake George
Property grounds

7. Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
2.0 star property
Lake George
8.4 out of 10, Very good, (325 reviews)
The price is Rp1.574.738
Rp1.748.049 total
includes taxes & fees
5 Aug - 6 Aug
Amber Lantern Lake George Motel and Cottage Rentals
Terrace/patio

8. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,004 reviews)
The price is Rp3.079.960
Rp3.418.755 total
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Lake George
Private beach, sun-loungers, beach umbrellas, kayaking

9. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
2.0 star property
Lake George
9.0 out of 10, Wonderful, (499 reviews)
  • cleanliness
    Barefoot bliss awaits at this waterfront retreat with private beach access, beach loungers, and kayaking adventures on Lake George.
The price is Rp2.300.017
Rp2.552.874 total
includes taxes & fees
1 Sept - 2 Sept
Depe Dene Lakeside Resort
Indoor pool, outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

10. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.4 out of 10, Exceptional, (1,013 reviews)
  • cleanliness
    Bask in lakeside bliss with beach toys for sandy adventures, just minutes from Lake George and paddleboarding paradise.
The price is Rp2.413.398
Rp2.775.137 total
includes taxes & fees
18 Aug - 19 Aug
Adirondack Retreat Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included

Top Chestertown Hotel Reviews

Surfside On The Lake

Surfside On The Lake

8/10 Good
"Clean comfortable room. Beautiful view and pool area. My grandkids love the deck for lunch. Parking is a challenge as well as the stairs. They do have a parking garage."
Pamela 2-night trip
Posted less than an hour ago
Surfside On The Lake

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.