Following the events at the Battle of Gettysburg, the Confederate Army retreated via Emmitsburg. On July 5, General J. E. B. Stuart's soldiers were engaged in some small skirmishes with General George Armstrong Custer's Federal soldiers as he made his way back to General Robert E. Lee's army. The mountain swamp at Monterey Pass bogged down Stuart and the Army of Northern Virginia as they retreated. The Monterey Country Club sits upon that were once part of that swamp.