Lebanon is located along Scenic Highway & Byway U.S. 68, the historic trail used by such figures as Andrew Jackson, Jane Todd Crawford and General Lafayette. Known for its rich Civil War heritage, a self-guided Historic Homes & Landmarks Tour offers a significant glimpse at this town where the Civil War delivered a severe blow.

The residence at Holly Hill Inn is one of Lebanon's historic landmarks. Known for years as "Sunnyside," the front hall to the home, including its winding stairway, was added in the early 1850s. Some walls are 18 inches thick, the woodwork is hand carved and the floors are ash and poplar. It's the site where Confederate Gen. John Hunt Morgan's brother, Tom Morgan, laid in state after falling in a battle in Lebanon July 5, 1863. He was later buried in the garden until the war was over.

John Hunt Morgan was so enraged upon learning of his brother’s demise that he rode his horse into and up the staircase of Myrtledene, his headquarters at the time but now a local bed & breakfast. Myrtledene has been designated a Kentucky Landmark by the Kentucky Heritage Committee and is the inspiration for the annual outdoor drama/musical “Hoofprints on the Stairs.”

Lebanon was also the site of the Civil War’s largest black soldier encampment and the Lebanon Civil War Park depicts Major Gen. George H. “Rock of Chickamauga” Thomas who led Union forces from Lebanon to Mill Springs in January 1862 for the first major Civil War battle in Kentucky.

The Lebanon National Cemetery is the final resting place for many of the Union soldiers that fell in the Civil War. It began when space was needed to bury those who were killed during the nearby Battle of Perryville.