Chestertown

Landon Hill Bed and Breakfast is located on a knoll overlooking the Hamlet of Chestertown, in the Southeastern Adirondacks of New York state. Surrounded by mountains, forests, rivers and lakes, Chestertown was once called the Crossroads for its strategic location between the Hudson and Schroon Rivers.

Today, the many lakes and rivers and hiking, biking, cross-country skiing and snowmobile trails are the main attractions, as well as great craft and antique shopping. For more things to see and do in the area see our recreation page. Explore the history of Chestertown.

Convenient access makes Chestertown a great vacation destination. Chestertown is only 1.3 miles from I-87 at exit 25. The entire Adirondack Park can be reached via Rtes. 8 and 9 (which intersect in Chestertown) and I-87. For a map of the area and directions to Landon Hill, see our about us page.

Hometown Ski Center on Landon Hill

Adjacent to Landon Hill is the town-owned Ski Center — providing locals and visitors alike with free cross-country ski trails, a rope tow for downhill skiing, a tobogganing hill and a covered ice skating rink. It's a terrific place for beginners or "old dogs trying to learn new tricks" (like snow boarding). All this is adjacent to Landon Hill, plus it's lit at night on weekends and holidays.

History of Chestertown

The Town of Chester was incorporated in 1799, making it one of the oldest towns in the southern Adirondacks. In the town's early days the economy was based on timber and other natural resources. By the early 1900s, the Adirondacks were becoming a burgeoning tourist destination, as well as a "fresh air refuge" for tuberculosis patients. Chestertown, with its plentiful balsam forests, lakes and streams, benefited from both trends. It was during this time that Landon Hill, known then as Sunset Camp, was a bustling boarding house catering to tourists and those looking for healthier surroundings.

In the 1920s, during the prohibition era, Chestertown was a stop on the illegal alcohol trade route that ran from Canada to New York City. The house at the time was rumored to have been a way station that catered to the pleasures of bootleggers.