(North Side): Morgan used this road in traveling from his home, "Saratoga," to Winchester. He was a frontiersman, Indian fighter and the commander of Morgan's famous riflemen in the Revolution. He won glory at Quebec and Saratoga, and defeated Tarleton at the Cowpens. He died in 1802 and is buried in Winchester.
(South Side): At first called Fredericktown, it was founded in 1744, near a Shawnee Indian village, by Colonel James Wood, a native of the English city of Winchester. The town was situated in Lord Fairfax's proprietary of the Northern Neck. It was chartered in 1752.