Midway was one of the first settlements established in Conecuh County along the Post Road, which later became the Old Federal Road. Long serving as a hub for Indian trails branching out to the north, northeast, and northwest, the Midway town site once included a sawmill and cotton gin. Conecuh, Butler, and Monroe counties meet at this spot, where Alabama Highway 83 intersects U.S. Highway 47, and Conecuh’s part of Highway 106 is nearby.