This book is about the history of the Wilderness Road and a trekking guide with photos. It presents the background of how Daniel Boone and a group of some thirty men blazed a trail by way of three states to connect Kingsport, Tennessee, to Middlesboro, Kentucky, and became an important roadway in modern-day industrial United States. Its beginning opened the east to the west for what was the early pioneering spirit of pioneers that settled those lands along with early tradesmen and stockmen. Its importance became famous with the discovery of iron ore in its environs of Middleboro; that is a story of unfounded lasting wealth that ended with disappointment for those of the area and Englishmen who invested heavily only to have the grade of iron ore become useless. It played its role during the Civil War and its status today in a thriving city. It stands as a monument to Daniel Boone and the thirty men who created it, the undaunted pioneer men and women who faced and conquered natural and human hardships that made it a lasting monument to humanity as part of the history of the United States.