US ResearchConflictsCivil WarVirginiaFirst Winchester — Bowers Hill Assault (May 25, 1862)
Civil War

First Winchester — Bowers Hill Assault (May 25, 1862)

1862
Virginia
Era
Civil War
Year
1862
Location
Virginia
Status
Verified engagement
The Battle

History & Significance

The First Battle of Winchester, fought on May 25, 1862, in and around Frederick County, Virginia, and Winchester, Virginia, was a major victory in Confederate Army Maj. Gen. Thomas J. "Stonewall" Jackson's Campaign through the Shenandoah Valley during the American Civil War. Jackson enveloped the right flank of the Union Army under Maj. Gen. Nathaniel P. Banks and pursued it as it fled across the Potomac River into Maryland. Jackson's success in achieving force concentration early in the fighting allowed him to secure a more decisive victory which had escaped him in previous battles of the campaign.

Maj. Gen. Nathaniel P. Banks learned on May 24, 1862, that the Confederates had captured his garrison at Front Royal, Virginia, and were closing on Winchester, turning his position. He ordered a hasty retreat down the Valley Pike from Strasburg. His columns were attacked at Middletown and again at Newtown (Stephens City) by Jackson's converging forces. The Confederates took many Union prisoners and captured so many wagons and stores that they later nicknamed the Union general "Commissary Banks". Jackson pressed the pursuit for most of the night and allowed his exhausted soldiers only a few hours of sleep before dawn.

Banks now deployed at Winchester to slow the Confederate pursuit. He had two brigades of infantry under Colonels Dudley Donnelly and George Henry Gordon, a mixed brigade of cavalry under Brig. Gen. John P. Hatch, and 16 guns. Gordon's brigade was placed on the Union right on Bower's Hill with its left flank at the Valley Pike, supported by a battery of artillery. The center of the line (Camp Hill) was held by the cavalry supported by two guns. Donnelly's brigade was placed in a crescent on the left to cover the Front Royal and Millwood roads with the rest of the artillery. At earliest light the Confederate skirmish line advanced in force driving the Union pickets back to their main line of battle.

During the night, the advance of Maj. Gen. Richard S. Ewell's division (four brigades) reached Buffalo Lick. Jackson moved three of Ewell's brigades to the left to participate in the advance on the Valley pike, leaving Ewell with just Trimble's brigade and Bradley Johnson's Maryland regiment. At dawn, he deployed Trimble's brigade astride the Front Royal Pike and advanced against the Union left flank. His leading regiments (in particular the 21st North Carolina Infantry Regiment) came under heavy fire from Union forces deployed behind stone fences and were repulsed. Confederate forces regrouped and brought up artillery. Ewell advanced the regiments of Trimble's brigade, sending regiments to either side of the high ground to enfilade the Union position. Donnelly withdrew his brigade to a position closer to town with his right flank anchored on Camp Hill. Ewell then attempted a flanking movement to the right beyond the Millwood Road, but in response to orders from Banks, Donnelly withdrew through the town.

Duration
Single day engagement (May 25, 1862)
Historical context

The American Civil War (1861–1865) was the deadliest conflict in American history, killing an estimated 620,000 to 750,000 soldiers and an unknown number of civilians. The Confederate States of America, formed by eleven seceding Southern states, faced the Union in four years of warfare across 23 states and territories. Major engagements included First and Second Bull Run, Antietam (the bloodiest single day in American history, September 17, 1862), Chancellorsville, Gettysburg (July 1–3, 1863), Vicksburg (surrendered July 4, 1863), and Sherman's March through Georgia and the Carolinas (1864–1865). President Lincoln issued the Emancipation Proclamation on January 1, 1863, transforming the war's stated purpose to include the abolition of slavery and enabling the enlistment of approximately 180,000 Black men in the United States Colored Troops. Confederate General Robert E. Lee surrendered to Ulysses S. Grant at Appomattox Court House on April 9, 1865. The war resolved the question of secession and ended American slavery, though Reconstruction would face sustained resistance in its attempt to secure civil rights for formerly enslaved people.

Questions & Answers

Frequently Asked Questions

When did First Winchester — Bowers Hill Assault (May 25, 1862) take place?
First Winchester — Bowers Hill Assault (May 25, 1862) took place in 1862. Single day engagement (May 25, 1862).
Where was First Winchester — Bowers Hill Assault (May 25, 1862) fought?
First Winchester — Bowers Hill Assault (May 25, 1862) was fought in Virginia, United States.
What was the significance of First Winchester — Bowers Hill Assault (May 25, 1862)?
The First Battle of Winchester, fought on May 25, 1862, in and around Frederick County, Virginia, and Winchester, Virginia, was a major victory in Confederate Army Maj. Gen. Thomas J. "Stonewall" Jackson's Campaign through the Shenandoah Valley during the American Civil War. Jackson enveloped the ri
Unlimited access

Everything a full report reveals about First Winchester — Bowers Hill Assault (May 25, 1862)

This page covers First Winchester — Bowers Hill Assault (May 25, 1862). A full Aubrey report for the area pulls together this battle alongside historic sites, land records, and everything else the record holds within a few miles:

Overview
An interactive map of the location with historic sites, battles and Native heritage plotted, and its full story era by era.
The Land
The historic sites and place names around the location, and how this land was settled and used.
Geology
The bedrock beneath the site, its age and rock type, reaching back millions of years.
LiDAR Terrain
Laser-scanned terrain that reveals earthworks and old features hidden in the landscape.
Conflict & War
The battles, raids and skirmishes fought near here, across every era of American conflict.
The Civil War
The Civil War on this ground, 1861 to 1865: who held it, and the battles, camps and regiments nearby.
The Soldiers
The men who marched from here in the Civil War, named and traced where the record allows.
Native Heritage
The Native nations who held this land, mapped across time from before European contact to today.
Settlement
Who claimed and held this ground, from Indigenous homelands through the colonial powers to the United States.
The Community
How the town grew, who came, and what kind of place it became, traced through the census record.
Rivers & Rail
The rivers, canals and railroads that connected this place between 1830 and 1911.
Notable People
The people born, buried or genuinely tied to this exact place, with their stories.
Historical Maps
Historic maps of the location layered over how it looks today.
Finds & Access
Museum objects tied to the area, and the laws on searching, collecting and access here.
Literature
The old books, county histories and archives that mention this place, quoted with their sources.
Spotlight
A deep dive into the most remarkable, lesser-known history of the place, traced back to the record.
Points of Interest
The most significant historic sites and landmarks near the location, and why they matter.
Timeline
The whole story of the location told era by era, from first peoples to the present day.
First month just $5.99, then $11.99 a month. Unlimited locations, cancel anytime.

Every location is different. Not every section appears for every place, only what the historical record actually holds turns up in a report.

Start your First Winchester — Bowers Hill Assault (May 25, 1862) report
Or see a real report first
Protected heritage nearby

Historic Sites near First Winchester — Bowers Hill Assault (May 25, 1862)

Winchester Coca-Cola Bottling Works
Industrial · 0.2 mi
Handley, John, High School
Industrial · 0.5 mi
Morgan, Daniel, House
Colonial · 0.7 mi
The Triangle Diner
Industrial · 0.7 mi
More from this era

Other Civil War Engagements

Harpers Ferry — First Union Occupation and Confederate Seizure
1861
Virginia
Action at Dranesville
1861
Virginia
Battle of Big Bethel
1861
Virginia
Battle of First Bull Run – Chinn Ridge
1861
Virginia
Potomac Flotilla — Aquia Creek Operations
1861
Virginia
Skirmish at Drummondtown (Accomac Court House)
1861
Virginia
Battle of Munson's Hill
1861
Virginia
Bunker Hill — Skirmish (November 1861)
1861
Virginia
Action at Fairfax Court House (September 1861)
1861
Virginia
All battles in VirginiaCivil Warconflicts ›Historic sites in Virginia
Source

Content adapted from Wikipedia under the Creative Commons Attribution-ShareAlike 4.0 International License. Wikipedia source.

Aubrey Research

Explore the history around Virginia

Aubrey generates in-depth historical research for any location in the US, drawing on NRHP records, battlefield archives, census history and geological data to tell the full story of a place.

Research a location near VirginiaView a free sample report
All Civil War Battles