If you're looking to discover somewhere new, look no further than Chestertown. Whether you're planning to stay for a night or for the week, the area around Chestertown has accommodation options to fit every need. Search for hotels in Chestertown with Hotels.com by checking our online map. Our map displays the areas and neighbourhoods around all Chestertown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Chestertown hotel deals are here with our lowest price guarantee.
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Hotels in Chestertown
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Pine Tree Motel & Cabins
Pine Tree Motel & Cabins
9.2 out of 10, Wonderful, (127)
The price is €165
includes taxes & fees
7 Jul - 8 Jul
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.
Go beyond your typical stay in Chestertown
Pet friendly
Top landmarks in Chestertown
Friends Lake
Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay?
Learn more about Chestertown
Chestertown is well known for its attractions such as Friends Lake and Loon Lake. The city has something for everyone including sights like Hudson River and Loon Lake Beach within a secluded setting.

Photo by Julie Miller
Open Photo by Julie Miller
Check out the Chestertown hotels guests love right now

The Queensbury Hotel
10/10 Excellent
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