Book your rooms now! Local places fill quickly.
Local hotels and B and B’s can be found in the area. We recommend booking your rooms immediately if you plan to spend the night. September and October weekends in the Chestertown area are popular for weddings, sailing, and outdoor enjoyment so we also suggest looking into accommodations in nearby towns such as Rock Hall, Chesapeake City, Kent Island and Easton (in Maryland), and Middletown, Dover and Newark (in Delaware).
Check out Kent County Lodging for more suggestions.