A Discussion On Who The Oldest Town In W.Va. Is – And How Much It Actually Matters

If you had to bet on one, I would say Shepherdstown was probably founded first, simply because it's on an important thoroughfare connecting the Shenandoah Valley to the important Delaware ports, where a lot of European migrants, principally Scots Irish and German migrants, were arriving in the 18th century. So it's likely that these migrants arrived at the banks of the Potomac River in the valley before they arrived in the South Branch Valley. So it's likely that Shepherdstown was founded earlier.