There is 1 golf course in Chestertown, Maryland and 0 are municipal courses. There are also another 8 golf courses within 20 miles of Chestertown, including 6 public, 1 municipal and 1 private courses. The oldest course in the Chestertown area is the Ruggles Golf Course which was designed by Edmond B. Ault, ASGCA and opened in 1918. The longest course is Ruggles Golf Course, which is 7,230 yards. Queenstown Harbor is rated the best course near Chestertown.