Built in 1876 and in use until 1945 by the oldest sheriff’s office in the nation, this granite block and brick structure retains its original upstairs cells where prisoners were once segregated by gender and race. The jail keeper's quarters downstairs house related artifacts. This location also serves as the official Leonardtown Visitor Center. Information and literature about Leonardtown and area attractions, activities, dining, events and much more is available. A small museum store is on-site with local products, books, apparel, kids items and more for purchase. This location hosts a Civil War Trails marker for Leonardtown, and is on the Underground Railroad Network to Freedom trail.