In 1775, Richard Henderson, a prominent judge from North Carolina, hired Daniel Boone to blaze what became known as the Wilderness Road, which went through the Cumberland Gap and into central Kentucky.

In Spring 1779, after the siege of Boonesborough, where Squire had a rifle ball cut out of his shoulder, he moved his family to the settlement at the Falls of the Ohio that would become Louisville.

He was wounded in April 1781 when Indians attacked the fort; complications of the gunshot injury would result in his right arm being an inch and a half shorter than his left.

[3] After attempting to establish a settlement near present-day Vicksburg, Mississippi, and staying with his brother Daniel in Missouri for several years, he eventually settled with his family in Harrison County, Indiana, south of Corydon c. 1804.

Squire Boone personally acquired a large tract of land on the western edge of the township near the cave he and his brother had hid in many years earlier to evade Indians.

[5] Squire Boone died of congestive heart failure, at age 70, on August 5, 1815, and was buried per his request in the cave on his property in Harrison County, Indiana (see above).

The cave was sealed by his sons and his remains were left undisturbed for many years; but in the mid-20th century, relic hunters began taking parts of his coffin and even some of his bones.