The youngest child born to George Bowman and Mary Hite, Isaac Bowman grew up at Fort Bowman aka Harmony Hall on Cedar Creek, only two miles south of present-day Strasburg. He inherited part of the family estate, including the Bowman mansion, upon the death of his father in 1768. During the mid-1770s, he accompanied his cousin Isaac Hite and brothers Abraham, Joseph, and John to Kentucky where, in 1775, he and the other thirteen pioneers carved their names into a beech tree in Warren County, Kentucky. Isaac Bowman did not become a major landowner as his brothers did, most likely due to his age.
In November 1779, shortly after the campaigns' end, he was placed in charge of a small party of settlers by John Todd, a party which was to be escorted from Kaskaskia to Kentucky County. Bowman was also entrusted with a number of articles belonging to the commonwealth of Virginia, which he was to deliver to the lieutenant governor. According to Todd in a letter to Governor Thomas Jefferson on June 2, 1780, he reported, It was long assumed that Bowman had been killed defending the party against the Chickasaw. However, he survived the battle and was, in fact, taken prisoner by his attackers. He was treated harshly and was tortured by his captors being "subjected to every torture, short of death, that the cruel savages could devise". However, he was eventually taken in by the tribe and was made an adopted son of one of the chieftains. He was later chosen as a son-in-law and, although the details of this marriage are unrecorded, there is an account of members of the Lewis and Clark expedition who, in 1804, encountered an Indian woman who had the name of a "J. Bowman" tattooed on her arm. Bowman eventually escaped from Indian country with the help of a local Indian trader, possibly a Spaniard, who left with him for Cuba and eventually made his way to the United States. Accounts differ as to the exact circumstances of his escape, another being that he was purchased by a man named Turnbull for a keg of whiskey and remained in his service until his debt was repaid.
Later years
Following his return to Shenandoah in 1782, he married an Elizabeth Gatewood, with whom he had four children. After her death eight years later, he married Mary Chinn and had another nine additional children. He settled down at Fort Bowman estate and became a prosperous farmer and landowner. In 1812 or 1813, he constructed a large brick mansion he called Mount Pleasant on the family estate where he lived with his family until his death on September 9, 1826. The house was located on the high bank above Cedar Creek, two miles northeast of Strasburg and within half a mile of his birthplace at Ft Bowman built by his father in 1753. As of 1895, the house was still in existence although unoccupied.