Winding along a ridge from the mouth of Broad River to its head at Tugalo, Red Hollow Road evolved from the noted trace known as the Upper Cherokee Path and became part of a complex pioneer road system. In 1736-1737, Oglethorpe had River Road laid out to Augusta from Savannah as Georgia's first long road built by white men. At Augusta, River Road joined the Upper Cherokee Path, whose origins are lost in antiquity. From Augusta northward to Petersburg, the path became Petersburg Road. It crossed not a single stream for approximately 70 miles between Petersburg and Toccoa. Continuing north through Amandaville, Eagle Grove, and Aquilla to a point near Martin, the path became Red Hollow Road. At Toccoa, the road intersected with Unicoi Turnpike, which ran into East Tennessee. At Toccoa, the road also had a spur, Locust Stake Road, which ran to the Georgia-North Carolina line. The track of Southern Railroad, completed in 1878, cut Red Hollow Road 13 times between Toccoa and Martin, including the station intersection at Hayes Crossing, Eastonollee, and Avalon.