For nearly three centuries, Leonardtown has been the County Seat of St. Mary's County as well as the center of commerce and social activity.  Today, it is still the center of local government and a bustling town of fine restaurants, unique shops, and old-fashioned charm.  Traces of its history can be found throughout its landscape and its commercial buildings, churches and residences.  Your journey through our past will start at Tudor Hall Mansion and continue along Courthouse Drive where you will view the Courthouse and the Old Jail Museum.  On Washington Street and down various side streets, you will view additional historic buildings, churches and businesses.  Each site is numbered and highlighted on this map to assist in your tour.  Some sites are open to the public, while others are private residences or offices.  Please respect the privacy of owners whose buildings are not open to the public.

Click on a number for information about that attraction.