The Battle of Upperville took place in

Loudoun County, Virginia Loudoun County () is in the northern part of the Commonwealth of Virginia in the United States. In 2020, the census returned a population of 420,959, making it Virginia's third-most populous county. The county seat is Leesburg. Loudoun County ...

on June 21, 1863, during the Gettysburg Campaign of the

American Civil War The American Civil War (April 12, 1861May 26, 1865; also known by Names of the American Civil War, other names) was a civil war in the United States between the Union (American Civil War), Union ("the North") and the Confederate States of A ...

Background

The Union

cavalry Historically, cavalry (from the French word ''cavalerie'', itself derived from ''cheval'' meaning "horse") are groups of soldiers or warriors who Horses in warfare, fight mounted on horseback. Until the 20th century, cavalry were the most mob ...

made a determined effort to pierce

Confederate A confederation (also known as a confederacy or league) is a political union of sovereign states united for purposes of common action. Usually created by a treaty, confederations of states tend to be established for dealing with critical issu ...

Maj. Gen. J.E.B. Stuart's cavalry screen. Stuart had been fighting a series of delaying actions in the Loudoun Valley, hoping to keep Union General Alfred Pleasonton's cavalry from discovering the location of the main body of

Robert E. Lee Robert Edward Lee (January 19, 1807 – October 12, 1870) was a general officers in the Confederate States Army, Confederate general during the American Civil War, who was appointed the General in Chief of the Armies of the Confederate ...

Army of Northern Virginia The Army of Northern Virginia was a field army of the Confederate States Army in the Eastern Theater of the American Civil War. It was also the primary command structure of the Department of Northern Virginia. It was most often arrayed agains ...

, much of which was in the

Shenandoah Valley The Shenandoah Valley () is a geographic valley and cultural region of western Virginia and the eastern panhandle of West Virginia in the United States. The Valley is bounded to the east by the Blue Ridge Mountains, to the west by the east ...

just west of the small village of Upperville. Stuart had slowed the Federals in fighting at Aldie and Middleburg, using ravines, creeks, and stonewalls to his advantage as he slowly withdrew westward. He made another determined stand near Upperville and succeeded in preventing the Federal cavalry from entering the Shenandoah Valley.

Goose Creek

Following the fighting at Middleburg on June 19, a heavy rainstorm during the night had soaked the Loudoun Valley, ending a six-week drought. In the downpour, Wade Hampton's

brigade A brigade is a major tactical military unit, military formation that typically comprises three to six battalions plus supporting elements. It is roughly equivalent to an enlarged or reinforced regiment. Two or more brigades may constitute ...

of Confederate cavalry had reinforced J.E.B. Stuart and was deployed near Beverly Robertson's brigade along the Ashby's Gap Turnpike. John R. Chambliss's brigade moved northward and joined "Grumble" Jones near Unison, Virginia. Thomas T. Munford's brigade was still farther north, guarding access to the Snickersville Gap. John Mosby's partisan rangers scouted the Union positions and provided much needed intelligence on their movements. Union cavalry commander Alfred Pleasonton, frustrated by Stuart's excellent usage of dismounted cavalry hiding behind stone walls, on June 20 asked for and received infantry support from Maj. Gen. George G. Meade's V Corps. Pleasonton had still not located Lee's main body, a task that the War Department continued to prod him to accomplish. Trying to maneuver Stuart out of position, Pleasonton sent

Judson Kilpatrick Hugh Judson Kilpatrick (January 14, 1836 – December 4, 1881) was an officer in the Union Army during the American Civil War, achieving the rank of major general. He was later the United States Minister to Chile and an unsuccessful candidate ...

's brigade along the Ashby's Gap Turnpike, supported by Col.

Strong Vincent Strong Vincent (June 17, 1837 – July 7, 1863) was a lawyer who became famous as a United States Army, U.S. Army officer during the American Civil War. He was mortally wounded while leading his brigade during the fighting at Little Round Top ...

's brigade of

infantry Infantry, or infantryman are a type of soldier who specialize in ground combat, typically fighting dismounted. Historically the term was used to describe foot soldiers, i.e. those who march and fight on foot. In modern usage, the term broadl ...

, with David McM. Gregg's cavalry division in reserve.

John Buford John Buford Jr. (March 4, 1826 – December 16, 1863) was a United States Army cavalry officer. He fought for the Union Army, Union during the American Civil War, rising to the rank of brigadier general. Buford is best known for his actions in th ...

's division would try to turn the flank. Goose creek bridge

Stuart, determined to rest his weary men on the Sabbath, did not get his wish, as Federal artillery opened up on his position around 8:00 a.m. on June 21. After initially holding off Kilpatrick's cavalry, Stuart, effectively using stone walls and steep ravines and creeks, began to fall back under pressure from the Union infantry. He made a stand west of the hamlet of Rector's Crossroads along the stone bridge over Goose Creek, where for two more hours he was able to withstand repeated Federal attacks from mounted cavalry, as well as the 16th Michigan Infantry, which sent skirmishers and

sharpshooter A sharpshooter is one who is highly proficient at firing firearms or other projectile weapons accurately. Military units composed of sharpshooters were important factors in 19th-century combat. Along with " marksman" and "expert", "sharpshooter" ...

s forward to pick off the Confederate gunners. Ahead of the advancing Union soldiers, the Confederate artillerymen hooked up their guns to their teams and raced off, but a Blakely Rifle flipped over as its crew hurried to get away. The gun was captured, the first artillery piece ever lost by Stuart's cavalry. However, with two of his three remaining guns soon also disabled, Stuart withdrew and headed westward toward Upperville, still fighting delaying actions where favorable.

Upperville

's Federal column had detoured to attack the new Confederate left flank near Upperville, while J. Irvin Gregg's and Judson Kilpatrick's brigades advanced from the east along the Ashby's Gap Turnpike. Buford soon encountered "Grumble" Jones and Chambliss's Confederate brigades, escorting Stuart's supply train just north of Upperville, and attacked. Meanwhile, Kilpatrick's troopers attacked Hampton and Robertson on a ridgeline east of Upperville known as Vineyard Hill. Some of the Union cavalrymen made it as far as the village before being repulsed. After furious mounted fighting, Stuart finally withdrew to take a strong defensive position in Ashby's Gap, even as Confederate infantry began crossing the

Potomac River The Potomac River () is in the Mid-Atlantic (United States), Mid-Atlantic region of the United States and flows from the Potomac Highlands in West Virginia to Chesapeake Bay in Maryland. It is long,U.S. Geological Survey. National Hydrography D ...

into

Maryland Maryland ( ) is a U.S. state, state in the Mid-Atlantic (United States), Mid-Atlantic region of the United States. It borders the states of Virginia to its south, West Virginia to its west, Pennsylvania to its north, and Delaware to its east ...

. As cavalry skirmishing diminished in the next few days, Stuart made the fateful decision to strike east and make a circuit of the Union army as it marched toward Gettysburg. Upperville was significant in that Stuart's successful delaying tactics prevented Pleasonton from making an accurate assessment of the location of Lee's infantry divisions, thereby depriving the Federals of much valued intelligence of their enemy's whereabouts and objectives.

Battlefield preservation

The American Battlefield Trust and its partners have preserved of the battlefield by acquisition or conservation easement as of mid-2023.

Notes

References

National Park Service battle description
* O'Neill, Robert F. ''The Cavalry Battles of Aldie, Middleburg and Upperville: Small But Important Riots, June 10–27, 1863''. Lynchburg, VA: H.E. Howard, 1993. .
CWSAC Report Update
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