Leiper's Fork is located along the
Natchez Trace, which was an important travel route for Native Americans and early European-American settlers. The area was settled in the late 1700s by settlers from
North Carolina and
Virginia who had received land grants as payment for service in the
American Revolution. Lieutenant Jesse Steed received a land grant of that includes the site of the village. Jesse Steed's half brother, John McGee, inherited the land upon Jesse's death. John McGee sold the area to Jesse Benton in 1789, who established a homestead. His son,
Thomas Hart Benton, who later was to become
U.S. Senator from
Missouri, moved the family there in 1801 after his father's death. Natchez Trace travelers called the community around the Benton homestead Bentontown, but over time the area came to be called Hillsboro. ==Education==