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. Loudoun County's seat is Leesburg. Loudoun C ...
on June 21, 1863 during the
Gettysburg Campaign of the
American Civil War
The American Civil War (April 12, 1861 – May 26, 1865; also known by other names) was a civil war in the United States. It was fought between the Union ("the North") and the Confederacy ("the South"), the latter formed by state ...
.
Background
The
Union cavalry made a determined effort to pierce
Confederate Maj. Gen. J.E.B. Stuart's cavalry screen. Stuart had been fighting a series of delaying actions in the
Loudoun Valley
The Loudoun Valley is a small, but historically significant valley in the Blue Ridge Mountains located in Loudoun County in Northern Virginia in the United States.
Geography
The lush and fertile valley lies between Catoctin Mountain and the ...
, hoping to keep Union General
Alfred Pleasonton
Alfred Pleasonton (June 7, 1824 – February 17, 1897) was a United States Army officer and major general of volunteers in the Union cavalry during the American Civil War. He commanded the Cavalry Corps of the Army of the Potomac during the Ge ...
'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 Confederate general during the American Civil War, towards the end of which he was appointed the overall commander of the Confederate States Army. He led the Army of Nort ...
's
Army of Northern Virginia
The Army of Northern Virginia was the primary military force of the Confederate States of America 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 o ...
, 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. The valley is bounded to the east by the Blue Ridge Mountains, to the west by the eastern front of the Rid ...
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 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 a division. ...
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
Unison is an unincorporated community village in Loudoun County, Virginia. It is located approximately five miles from Middleburg in the Loudoun Valley close to the Fauquier County border.
History
Founded in about 1740 by Quakers who had migrated ...
.
Thomas T. Munford's brigade was still farther north, guarding access to the Snickersville Gap.
John Mosby's
partisan rangers
The Partisan Ranger Act was passed on April 21, 1862 by the Confederate Congress. It was intended as a stimulus for recruitment of irregulars for service into the Confederate Army during the American Civil War.
The Confederate leadership, like ...
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 War Department may refer to:
* War Department (United Kingdom)
* United States Department of War (1789–1947)
See also
* War Office, a former department of the British Government
* Ministry of defence
* Ministry of War
* Ministry of Defence
* De ...
continued to prod him to accomplish. Trying to maneuver Stuart out of position, Pleasonton sent
Judson Kilpatrick's brigade along the Ashby's Gap Turnpike, supported by Col.
Strong Vincent's brigade of
infantry
Infantry is a military specialization which engages in ground combat on foot. Infantry generally consists of light infantry, mountain infantry, motorized infantry & mechanized infantry, airborne infantry, air assault infantry, and m ...
, 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 as a brigadier general during the American Civil War. Buford is best known for having played a major role in the first day ...
's division would try to turn the flank.

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
A Blakely rifle is one of a series of rifled muzzle-loading cannon designed by British army officer Captain Theophilus Alexander Blakely. They were widely sold outside of the British army, and were best known for their use by the Confederate Stat ...
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
John Buford
John Buford, Jr. (March 4, 1826 – December 16, 1863) was a United States Army cavalry officer. He fought for the Union as a brigadier general during the American Civil War. Buford is best known for having played a major role in the first day ...
's Federal column had detoured to attack the new Confederate left flank near Upperville, while
J. Irvin Gregg
John Irvin Gregg (July 19, 1826 – January 6, 1892) was a career U.S. Army officer. He fought in the Mexican–American War and during the American Civil War as a colonel and near the end of the war as a brevet general in the Union army. In 1866 ...
'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 () drains the Mid-Atlantic (United States), Mid-Atlantic United States, flowing from the Potomac Highlands of West Virginia, Potomac Highlands into Chesapeake Bay. It is long,U.S. Geological Survey. National Hydrography Datas ...
into
Maryland
Maryland ( ) is a U.S. state, state in the Mid-Atlantic (United States), Mid-Atlantic region of the United States. It shares borders with Virginia, West Virginia, and the District of Columbia to its south and west; Pennsylvania to its north; ...
. 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
Civil War Trust
The American Battlefield Trust is a charitable organization ( 501(c)(3)) whose primary focus is in the preservation of battlefields of the American Civil War, the Revolutionary War and the War of 1812 through acquisition of battlefield land. Th ...
(a division of the
American Battlefield Trust
The American Battlefield Trust is a charitable organization (501(c)#501(c)(3), 501(c)(3)) whose primary focus is in the preservation of battlefields of the American Civil War, the American Revolutionary War, Revolutionary War and the War of 1812 ...
) and its partners have preserved of the battlefield by acquisition or conservation easement.
American Battlefield Trust
The American Battlefield Trust is a charitable organization (501(c)#501(c)(3), 501(c)(3)) whose primary focus is in the preservation of battlefields of the American Civil War, the American Revolutionary War, Revolutionary War and the War of 1812 ...
"Saved Land" webpage. Accessed May 29, 2018.
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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Battles of the Gettysburg campaign, Upperville
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
Upperville Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an American Civil War battle
*Upperville (band) Upperville may refer to:
* Upperville, Virginia, a city in Virginia
*The Battle of Upperville, an Amer ...
1863 in Virginia
June 1863 events