Jeb Stuart’s Fateful Raid

June 23, 1863 – Confederate Major General Jeb Stuart planned to atone for his near-defeat at Brandy Station, but he disrupted General Robert E. Lee’s campaign in the process.

Confederate General Jeb Stuart | Image Credit:

As Lee’s Army of Northern Virginia moved north from the Shenandoah Valley into Maryland and Pennsylvania, Lee expected Stuart’s cavalry to screen the infantry’s right, led by Lieutenant General Richard Ewell’s Second Corps. However, Lieutenant General James Longstreet suggested to Lee that it might be better if Stuart rode around the Army of the Potomac a third time, which could divert Federal attention from the northern invasion.

Lee was informed that Federal forces had reached Edwards’s Ferry on the Potomac River. This meant that the Federal army was heading north from Fredericksburg, separating Lee’s army in the Shenandoah Valley from Stuart. Based on this, Lee issued discretionary orders to Stuart on the 23rd:

“If General (Joseph) Hooker’s army remains inactive, you can leave two brigades to watch him, and withdraw with the three others, but should he not appear to be moving northward, I think you had better withdraw this side of the mountain tomorrow night, cross at Shepherdstown the next day, and move over to Fredericktown. You will, however, be able to judge whether you can pass around their army without hindrance, doing them all the damage you can, and cross the river east of the mountains. In either case, after crossing the river, you must move on and feel the right of Ewell’s troops, collecting information, provisions, etc. Be watchful and circumspect in all your movements.”

Stuart interpreted these vague orders as permission for him to ride around the Federal army before crossing the Potomac east of Edwards’s Ferry and rejoining Ewell’s troops as they entered Pennsylvania. In the coming days, he would take little heed of Lee’s warning to immediately rejoin the army if he encountered any hindrance or delay.

The next morning, Stuart directed two brigades under Generals William “Grumble” Jones and Beverly Robertson to guard Lee’s supply train as it passed through Ashby’s and Snickers’s gaps in the Blue Ridge. The troopers were to stay behind “as long as the enemy remains in your front.” Stuart’s three remaining brigades under Generals Wade Hampton, Fitzhugh Lee, and Rooney Lee were to assemble at Salem Depot, Virginia, and prepare to ride east, between the Federals and Washington, in a ride around Hooker’s army.

Stuart received vital intelligence from partisan leader John S. Mosby that the Federal army was spread out and therefore vulnerable to an enemy cavalry raid. However, the improved Federal cavalry did a better job of masking the Federals’ exact location. Also, Hooker had an idea that Stuart might try such a move. He knew the southern press had harshly criticized Stuart for being surprised at Brandy Station, and Major General Daniel Butterfield, Hooker’s chief of staff, predicted that the flamboyant cavalry commander might “do something to retrieve his reputation.”

Stuart and his three brigades rode out at 1 a.m. on the 25th, heading east toward the Bull Run Mountains. That night, the Confederates unexpectedly found Major General Winfield Scott Hancock’s II Corps blocking their path. Rather than return west as Lee had advised if he met with any “hindrance,” Stuart turned southeast, putting the Bull Run Mountains, the Blue Ridge, and the Federal army between his horsemen and the rest of Lee’s army.

The troopers covered 23 miles on the 26th, en route to Fairfax Court House. They clashed with Federal cavalry units there the next day, sending them fleeing and taking some prisoners before seizing a large amount of supplies. After resting a few hours, the Confederates began crossing the Potomac into Maryland that night. By this time, Stuart was several hours behind schedule and cut off from Lee’s right flank that he was supposed to protect.

Stuart’s troopers completed their Potomac crossing on the 28th and entered Rockville, Maryland. There they captured 900 mules, 400 men, and 125 wagons filled with food for man and beast. Stuart opted not to try closing the distance between his force and Ewell’s, figuring he could catch up with them later. But the captured wagons slowed the Confederate pace from 40 to 25 miles per day. Stuart’s men left Rockville and rode all night into Pennsylvania, cutting telegraph lines and wrecking railroad tracks along the way.

The Confederates destroyed tracks on the Baltimore & Ohio Railroad at Hood’s Mill, Maryland, and cut more telegraph lines on the 29th. By this time, they had ranged far and wide to the right of the Federal army. Stuart moved on to Westminster around 12 p.m., where his troopers fought off a surprise Federal cavalry attack from the 1st Delaware. The Confederates then fed their horses and rested.

Stuart rode north on the 30th and arrived at Hanover, Pennsylvania, around 10 a.m. A Federal cavalry division under Brigadier General H. Judson Kilpatrick was already there, and Stuart’s troopers attacked one of Kilpatrick’s brigades led by Brigadier General Elon Farnsworth. The fierce fighting included hand-to-hand combat in the town streets. The Federals nearly captured Stuart before he raced off and jumped a 15-foot-wide gully to escape.

The Federals sustained 215 casualties (19 killed, 73 wounded, and 123 missing), while the Confederates lost 117 (nine killed, 50 wounded, and 58 missing). This engagement delayed Stuart from rejoining Lee’s army even further. Stuart tried riding west to rejoin Lee, but the growing Federal presence in Pennsylvania prevented him. He was also slowed by the long line of captured wagons and prisoners.

Stuart hoped to link with Ewell at York, but when he arrived that night, he learned that Ewell had hurriedly moved to Gettysburg. The exhausted Confederate cavalry continued on before finally stopping for the night at Dover. Meanwhile, Lee’s army was now marching blindly through enemy territory.


References; Clark, Champ, Gettysburg: The Confederate High Tide (Alexandria, VA: Time-Life Books, 1983), p. 25-26, 72-73; Denney, Robert E., The Civil War Years: A Day-by-Day Chronicle (New York: Gramercy Books, 1992 [1998 edition]), p. 296-97; Foote, Shelby, The Civil War: A Narrative: Volume 2: Fredericksburg to Meridian (Vintage Civil War Library, Knopf Doubleday Publishing Group, Kindle Edition, 2011), p. 441; Fredriksen, John C., Civil War Almanac (New York: Checkmark Books, 2007), p. 315-19; Freeman, Douglas Southall, Lee (Scribner, Kindle Edition, 2008), Loc 5806, 5818; Kallmann, John D., Historical Times Illustrated Encyclopedia of the Civil War (New York: Harper & Row, 1986, Patricia L. Faust ed.), p. 727-28; Long, E.B. with Long, Barbara, The Civil War Day by Day (New York: Da Capo Press, Inc., 1971), p. 371, 373; McPherson, James M., Battle Cry of Freedom: The Civil War Era (Oxford History of the United States Book 6, Oxford University Press, Kindle Edition, 1988), p. 648-49; Wert, Jeffry D., Historical Times Illustrated Encyclopedia of the Civil War (New York: Harper & Row, 1986, Patricia L. Faust ed.), p. 307-09


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