Old House Woods Road, near the Chesapeake Bay village of Diggs, is one of Virginia’s oldest and most enduring haunted locations. The legend began in the 1700s when a colonial house along the road allegedly burned to the ground after a series of mysterious disappearances. Since then, travelers have reported spectral soldiers from the Revolutionary and Civil War eras, ghostly ships floating above the treetops, and phantom lights drifting through the fog. Some locals claim to have seen a headless ghost in armor and heard the sound of wagon wheels on empty ground. The area, now overgrown and quiet, remains a magnet for investigators drawn to centuries of consistent sightings.