During the U.S. Civil War, guerilla warfare largely paralyzed Grainger County. In December 1863, Confederate General James Longstreet, who had earlier failed to wrest Knoxville from Union forces, passed through Rutledge en route to winter quarters at Russellville. On December 14, in what became known as the Battle of Bean's Station, Longstreet attacked a Union detachment that had been pursuing him. The Confederates failed to exploit the element of surprise, and the Union forces were able to hold out until reinforcements arrived. While Longstreet was victorious, Union forces were able to retreat to fortifications at Blaine, and Longstreet subsequently abandoned the assault and continued eastward to Russellville.