During the American Civil War, railroads became crucial for moving troops and supplies, and in Kentucky the Union army worked to protect the L&N Railroad, the main north-south supply line for Federal soldiers in Nashville and beyond. Because the line crossed many streams on wooden trestles, Confederate cavalry targeted these vulnerable points. In December 1862, Morgan’s cavalry carried out its most successful Kentucky raid, and its northern advance reached near Lebanon Junction. On December 28, Morgan burned the two trestles on Muldraugh Hill and sent Major Robert S. Bullock with a detachment to burn the trestles at the Rolling Fork, Cain Run, and Belmont. Afterward, Morgan needed to get his command across the Rolling Fork and back to Tennessee. Less than three miles south of Lebanon Junction, Union Colonel John Marshall Harlan’s infantry, supported by a battery of artillery, caught the Confederates and attacked Morgan’s rear guard, wounding Colonel Basil Duke. Even so, the Confederates crossed the Rolling Fork, moved south, burned the trestle at Boston, and continued on to Lebanon. Lebanon Junction itself was not plundered or robbed, but it was cut off from vital rail traffic after trestles at Cain Run and Boston were burned and miles of track were torn up. Service on the L&N was not fully restored until March 1863.