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In 1774 Judge Richard Henderson, a land speculator of North Carolina, hired Daniel Boone to blaze a trail through the Cumberland Gap into Kentucky. The Wilderness Road started at Bristol, Virginia (splitting off the Great Valley Road) and headed west along the Virginia-Tennessee border to the Cumberland Gap, across the nearby Cumberland River, and then went northwest to Boonesborough, Kentucky. Eventually, an extension of the road would reach Louisville, Kentucky on the Falls of the Ohio River.
- Bristol, Washington, Virginia
- Cumberland Gap at the juncture of Virginia, Tennessee and Kentucky
- Boonesborough, Madison, Kentucky
- Louisville, Jefferson, Kentucky
Settlers and Records
For partial list of settlers who used the Wilderness Road, see .
- Johnson, Robert Foster. Wilderness Road Cemeteries in Kentucky, Tennessee and Virginia. Owensboro, Kentucky: McDowell Publications, 1981. FHL US/CAN Book 973 V3j.