Harrodsburg is one of Kentucky’s first permanent settlement. James Harrod, a Pennsylvanian, led 31 men into Kentucky in 1774. They traveled down the Ohio and Kentucky Rivers to present-day Mercer County. On June 16, 1774 they began constructing Harrodsburg.
Boonesborough was an early settlement, famous because of it’s well-known frontiersman Daniel Boone. Judge Daniel Henderson, who went against government orders to negotiate a piece Kentucky land from the Cherokees, founded the town. Because of his considerable knowledge of the area, Henderson employed Daniel Boone to guide a group of settlers. In March of 1775, Boone left Virginia for Kentucky with 35 men, his wife Susannah, and a slave woman. Boone led the company, and hunted for food along the way. Boone traveled through the Cumberland Gap and continued west, suffering attacks by Indians that took the lives of some of the men. Boone chose a site on the south bank of the Kentucky River to settle, and Henderson joined them soon after. Henderson was so pleased with Boone that he allotted him 5,000 acres and named the new settlement after him.