The Battle of Loudoun Heights was a small cavalry skirmish during the American Civil War between John Mosby's Rangers and Major Henry A. Cole's 1st Potomac Home Brigade Maryland Cavalry on January 10, 1864, in Loudoun County, Virginia. Cole's Cavalry successfully defended a night raid against their camp on Loudoun Heights. The fight was one of the first engagements in which Union forces held their own against Mosby's vaunted partisans.
On January 1, 1864, eighty members of Cole's Maryland Cavalry, led by Captain A. M. Hunter, entered the region colloquially known as "Mosby's Confederacy" around Upperville and Rectortown, Virginia. With Mosby off on a scout in Fairfax, Capt. William "Billy" Smith rounded up 32 Rangers and set off in pursuit of the Federals. The Rangers caught up with Hunter's force near Middleburg. Captain Hunter quickly deployed his men into battle line just as Smith ordered a charge. The Federal line soon crumbled when Hunter's horse was killed, tumbling the captain to the ground. The Union cavalry hastily retreated towards Middleburg, but not before losing 57 killed, wounded or captured, as well as 60 horses seized by the Rangers.
Within a week, Cole's camp atop Loudoun Heights had been discovered, thanks to the work of Benjamin Franklin Stringfellow, a staff officer under J.E.B. Stuart temporarily attached to Mosby's command. Angered by the audacity of Cole's Cavalry to raid so deep into Mosby's territory and encouraged by the enemy's woeful performance at Middleburg, Mosby decided to attack Cole's main force, hoping to catch them unaware in their camp.
On January 9, Mosby ordered a rendezvous at Upperville, to which 100 Rangers responded. The partisan company set out for Loudoun Heights through deep snow and bitter cold, reaching Woodgrove around 8 p.m. and stopping for 2 hours at the home of Ranger Henry Heaton. Just north of Hillsboro, they met up with Stringfellow and his scouting party, who informed Mosby of the exact location and strength of Cole's camp. Spotting Federal pickets posted along the Hillsboro-Harpers Ferry Road, the Confederates turned and headed east toward the wooded western slope of Short Hill Mountain, which they followed until they came to the bank of the Potomac River. From there, they turned westward and made their way along the riverbank to the base of Loudoun Heights. As the Rangers made their way up mountain, they were forced to dismount, given the steep grade. They stopped once they were within 200 yards (180 m) of the Union camp. Mosby sent a detachment of men under Stringfellow to capture Cole's headquarters in the rear of the camp, while he took the rest of the men further up the hillside, until they were directly west of the camp.
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.
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