The Raid on Chambersburg, often identified as J.E.B. Stuart's Chambersburg Raid, was a Confederate States Army cavalry raid into Maryland and Pennsylvania on October 10–12, 1862 during the American Civil War. It became known as Stuart's "second ride around McClellan" because it duplicated Stuart's reconnaissance ride completely around the Union Army of the Potomac under Major General George B. McClellan during the ill-fated Peninsula Campaign.
After McClellan failed to pursue the Confederate Army of Northern Virginia commanded by General Robert E. Lee from Maryland to Virginia after the Battle of Antietam on September 17, 1862, Lee planned to achieve some of his thwarted objectives from the Maryland Campaign through a cavalry raid. He asked Major General J.E.B. Stuart to lead the raid.