November 8, 1861 – Brigadier General William “Bull” Nelson’s Federals won a minor victory in eastern Kentucky but failed in their ultimate goal of destroying the enemy.
Since late September, Nelson had raised a force of about 5,500 troops with the mission “to end treason” in eastern Kentucky. Nelson’s men occupied Prestonburg on their way to confront Colonel John S. Williams, who had recruited about 1,010 Confederate volunteers around Piketon, 28 miles southeast of Prestonburg.
Nelson sought to stop Williams from recruiting men and cut off his line of retreat into Virginia. He sent a force under Colonel Joshua W. Sill (a regiment, a small battalion, and cannon) from Louisa on a circuitous route behind Williams’s troops near the state line. Meanwhile, Nelson led three regiments and two batteries down the state road directly toward Williams at Piketon.
Nelson moved out at 5 a.m. on the 8th. The Confederates, most of whom had only shotguns or flintlock muskets, quickly fell back toward Ivy Mountain as Williams sought to buy enough time to escape into Virginia. Confederate cavalry skirmished briefly with the advancing Federals before falling back. Williams had not finished evacuating when the Federals approached, so he positioned his men at a gorge between Ivy Creek and Ivy Mountain, which overlooked a sharp bend in the state road northeast of Piketon.
As the Federals blindly rounded the bend, the Confederates opened fire, and an 80-minute engagement ensued in which both sides mostly used small arms. Nelson could not use his numerical superiority or his artillery because of the road’s narrowness. Moreover, Sill’s Federals never arrived in Williams’s rear as planned.
The Confederates managed to break away and continue their retreat, felling trees along the way to slow their pursuers. The Federals advanced four miles before halting for the night in heavy rain. Williams reached Abingdon, Virginia, the next day. Sill remained at Louisa, unable to stop him. Nelson reported that his men sustained 30 casualties (six killed and 24 wounded). The Confederates lost 75 (10 killed, 15 wounded, and 50 captured or missing). Although Williams had been defeated, his force remained intact.
Fredriksen, John C., Civil War Almanac (New York: Checkmark Books, 2007), p. 79, 81; Long, E.B. with Long, Barbara, The Civil War Day by Day (New York: Da Capo Press, Inc., 1971), p. 135; Stanchak, John E., Historical Times Illustrated Encyclopedia of the Civil War (New York: Harper & Row, 1986, Patricia L. Faust ed.), p. 387-88