A Union victory was earned at the Battle of Bristoe Station, Virginia on October 14, 1863. But the Confederates destroy the railroad track during their retreat.
The CSS H.L. Hunley, the first submarine to ever sink a ship, sinks itself during a test run, killing it's inventor, Horace L. Hunley, on October 15, 1863.
Abolitionist John Brown leads an attack on the Federal armory at Harpers Ferry, Virginia on October 16, 1859. Nineteen men, lead by Brown, meet little resistance at the beginning of the raid. They enter the town, cut the telegraph wires and easily captured the armory. But local farmers, shopkeepers, and militia soon pin down the raiders in the armory. Those not killed will be captured on October 18th by Unites States Marines under the command of Lieutenant Colonel Robert E. Lee.
Confederate General James Longstreet resumes command of his corps on October 17th, 1864 after suffering a serious wound at the Battle of the Wilderness, Virginia.
On October 19th 1864, the Confederacy suffers a crushing defeat at the Battle of Cedar Creek. They will never again threaten Washington D.C. through the Shenandoah Valley, nor protect their economic base in the Valley.