| a 300-mile (500-km) route from eastern Virginia through the Cumberland Gap into Kentucky, explored by Daniel Boone in 1769 and marked as a trail by him and other pioneers in 1775: a major route for early settlers moving west. |
Wil·der·ness Road  (wĭl'dər-nĭs)  The principal route for westward migration in the United States from c. 1790 to 1840. Blazed largely by Daniel Boone in 1775, it stretched from Virginia and across the Appalachian Mountains to the Cumberland Gap and the Ohio River. |