Meanwhile the work of building fortifications of earthworks, begun by Colonel Giddings' 56th Regiment of Militia, had so far progressed that there were three forts on elevated ground on different sides of Leesburg. One, known as Fort Evans, named in honour of Brigadier General Nathan G. Evans, in command of the Leesburg neighborhood, was on the heights on the part of the original Exeter between the Alexandria Pike and the Edwards' Ferry roads, recently purchased by Mr. H. B. Harris of Chicago from Mrs. William Rogers and Mr. Wallace George; another, known as Fort Johnston, in honour of General Joseph E. Johnston, commander of a portion of the Confederate troops at the first battle of Manassas, (Bull Run), crowned the hill now covered by the extensive orchards of Mr. Lawrence R. Lee, about one and one-half miles west of Leesburg on the Alexandria Road; and the third, known as Fort Beauregard, was constructed south of Tuscarora in the triangle formed by the old road leading to Morrisworth, the road to Lawson's old mill and Tuscarora. The property is now owned by the heirs of the late Mahlon Myers.

All of these fortifications were, at the time, considered of great potential importance but in the course of events none, save for a long-distance bombardment of Fort Evans on the 19th October, 1861, were destined ever to be attacked nor, therefore, defended. The remains of all remain largely in place, useful only as local monuments to Loudoun's most tragic era.

The principal engagement in the county between the hostile armies took place in the first year of the war. Soon after the first battle of Manassas (Bull Run) the Leesburg neighborhood was held for the Confederates by Brigadier General Nathan G. Evans and his 7th Brigade made up of the 8th Virginia Infantry under Colonel Eppa Hunton; the 13th Mississippi, under Colonel William Barksdale; the 17th Mississippi, under Colonel W. S. Featherstone, together with a battery and four companies of cavalry under Colonel W. H. Jenifer, all sent there by General Beauregard to protect his left flank from attacks by General McClellan, whose forces lay across the Potomac, and to keep open communications with the Confederate troops in the Valley.

On the 19th October, 1861 Dranesville, a hamlet on the Alexandria Road, fifteen miles southeast of Leesburg, was occupied by Federal troops under General McCall. That evening his advance guard opened artillery fire on Fort Evans, just east of Leesburg, and another bombardment began at nearby Edwards' Ferry. Evans thereupon ordered certain of his troops to leave the town and occupy trenches he had dug along the line of Goose Creek, to meet the expected general attack. On the following day, a Sunday, word came to McClellan that the Confederates were evacuating Leesburg, whereupon that General sought to make a "slight demonstration," as he termed it, that is an increased firing by the pickets on the north side of the Potomac, with, perhaps, a small force of skirmishers thrown across, to confirm the Confederates in their belief that a general attack was impending and thus to hasten their complete evacuation of the town. It was no part of McClellan's plan, apparently, that troops should cross in force from the Maryland side or that a major engagement should be precipitated. Brigadier General C. P. Stone, in immediate command of the Federal forces along the river, nevertheless ordered a considerable force to cross to the Virginia side, both at Edwards' Ferry and also at Ball's Bluff, some four miles up the Potomac. Apparently in ignorance of Stone's actions, McCall, at about the same time, was retiring his men to their camp at Prospect Hill, four miles west of the old Chain Bridge. Evans was in the fort bearing his name. Early in the morning of the 21st, he learned that the Federals had crossed the river at Ball's Bluff, driving back Captain Duffy and a small force of Confederates. Thereupon Evans sent Colonel Jenifer with four companies of Mississippi infantry and two of cavalry to engage Stone. As a result, Stone's men were pressed back to the river around Ball's Bluff.

Battle of Ball's Bluff. (From an engraving published in 1862 by Virtus and Company. New York.)

In his official report Gen. Evans wrote:

"At about 2 o'clock p.m. on the 21st a message was sent to Brigadier General R. L. White to bring his militia force to my assistance at Fort Evans. He reported to me, in person, that he was unable to get his men to turn out, though there were a great number in town, and arms and ammunition were offered them."

The Federal force which first had crossed to Ball's Bluff, was composed of 300 men of the 15th Massachusetts under Colonel Devens. Later it was augmented by a company from the 20th Massachusetts. No adequate transportation across the river for a large force had been provided, so that later it was difficult to send over needed Federal support. When Evans became convinced that the main fight would be at Ball's Bluff, he sent forward Colonel Hunton and his 8th Virginia Regiment of which several of the companies had been recruited in Loudoun. To these forces there were added, later in the day, the 17th and 18th Mississippi. Sharp fighting, with advantage first to one side and then to the other, culminated in a Confederate bayonet charge and the resulting route of the Federals, many of whom were killed and wounded, others driven into the river and drowned and by 8:00 o'clock the survivors surrendered and were marched as prisoners to Leesburg. It is estimated that about 1,700 men were engaged on each side. The Confederate loss was reported as 36 killed, 118 wounded and 2 missing. The Federals reported losses of 49 killed, 158 wounded and 714 missing. The Confederate dead were interred in the Union Cemetery at Leesburg; the Federal slain are buried at Ball's Bluff where their lonely resting place long has been cared for by the Federal Government.[156]

Among the killed were Colonel Baker of the Massachusetts troops and Colonel Burt of the 18th Mississippi. Among the very dangerously wounded was a young Massachusetts first lieutenant who, miraculously recovering, later crowned a long judicial career as a venerated member of the Supreme Court of the United States and conferred additional lustre upon the name of Oliver Wendell Holmes.