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Confederate Cavalry Corps Commander
James Ewell Brown Stuart


A Period Lithograph of the Battle of Upperville: June 21, 1863
Prelude to Gettysburg

At the time of Gettysburg Alfred Pleasonton commanded the Federal Cavalry attached to the Army of the Potomac. In June 1863, Pleasonton's cavalry had surprised J. E. B. Stuart's men at Brandy Station, where Stuart's troops were massing to screen Robert E. Lee's Army of Northern Virginia as it headed north into Pennsylvania. After initially giving ground, Stuart's troops rallied and took back the field, making the contest a draw. However, Brandy Station was a 'moral' victory for the Union. For the first time the Federal cavalry proved to be the equal of the Confederate.

As the Army of Northern Virginia made preparations to advance into the North. J.E.B. Stuart's cavalry corps was assigned the task of securing the passes in the Blue Ridge Mountains and masking the movement of Lee's Army. On June 21, Federal cavalry, buoyed by their recent success, made a determined effort to pierce Stuart's cavalry screen. Wade Hampton's and Beverley Robertson's Confederate brigades made a stand at Goose Creek, west of Middleburg, and beat back a Union Cavalry division under General J. I. Gregg.

Brigadier General John Buford's cavalry column was ordered to attack the Confederate left flank near Upperville but encountered William E. "Grumble" Jones' and John R. Chambliss's Confederate cavalry brigades. Meanwhile Gregg's brigade and that of Judson Kilpatrick advanced on Upperville from the east along the Little River Turnpike. After furious mounted fighting, Stuart withdrew his cavalry corps to take a strong defensive position in Ashby Gap, an important mountain pass. As cavalry skirmishing diminished the Army of Northern Virginia safely crossed the Potomac into Maryland.

On its face the actions at Upperville were inconclusive, but because of them Stuart made the fateful decision to strike east and attempt a third circuit of the Union army as it marched toward Gettysburg. Stuart's absence on the first two days at Gettyburg is often cited as a cause for the southern defeat on the third day.
BR>Ironically, it was the presence of John Buford's Cavalry at Herr Ridge and their stubborn defensive retreat on the first day of Gettysburg that may have saved the "high ground" of Cemetery Ridge and the Round Top's for the Union.

Brigadier General Wesley Merritt
Commanding the Federal Reserve Cavalry

Major Samuel H. Starr:
Commanding the 6th US Cavalry at Fairfield

Brigadier General William "Grumble" Jones, CSA (1824-1864)
A good fighter but considered cantankerous by his fellow officers.

A Period Lithograph of the Battle of Upperville: June 21, 1863
Prelude to Gettysburg

General Judson Kilpatrick
Brigadier General John Buford

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