TRANSPORTATION · HISTORICAL MARKER
Livingston Trail Head
Livingston, Kentucky
· Four Historic Plaques, Each with Artwork
Transportation
2
In 1775, Daniel Boone’s Trace pioneer trail, marked by Daniel Boone, brought early settlers through the Cumberland Gap to Fort Boone, or Boonesboro. Suitable for horses and walking, this trace followed creeks, Indian hunting paths, and buffalo migration routes. Skaggs Trace Trail was used by Long Hunters who came through Cumberland Gap into Kentucky to hunt deerskins and pelts. It was named for early hunter Henry Skaggs, who came into the area in 1763, and connected Hazel Patch to Crab Orchard as the first Long Hunter trail through the Great Wilderness. People of many tribal nations, such as Cherokee and Shawnee, hunted and lived in Kentucky, following game trails and living in rock and log shelters. The Red Hill Mountain area just outside Livingston has many rock shelters that were used by the tribes. In 1796, Kentucky Governor Isaac Shelby commissioned James Knox and Joseph Crockett to build a wagon road from the Cumberland Gap to Crab Orchard, and sections of existing trails merged with the new road construction that created the Wilderness Road.
FIND IT
Livingston, Kentucky
CITY · 12 STOPSExplore Livingston, Kentucky
Hear every story as you drive
4.8 Stars · 800+ Ratings
© 2026 MainEngine