Search Beach Resorts & Hotels in Chestertown

Known for its lakeside setting, Chestertown offers a lot for the traveller planning a getaway.

Pine Tree Motel & Cabins is a top beach property offering free WiFi and free parking, located within a short 11-minute walk of Loon Lake Beach .

Choose from one of Expedia's 25 hotels in Chestertown for your beachside break.

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 February, January, March and December, with each month seeing an average of 23 cm of snowfall.

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 Rogers Memorial Park 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 Hudson River and Loon Lake Beach. Other things to see and do in the area are Loon Lake and Friends Lake.

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.