Template:Wp-Montgomery County, Kentucky-History

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In 1793 Shoe Boots (Tarsekayahke) led Cherokee and Shawnee warriors in a raid on Morgan's Station, in what was known as the last Indian raid in Kentucky. Some settlers were killed and two adolescent girls, including Clarinda Allington, were taken captive and the party returned to Cherokee territory. Believing he had saved Clarinda's life, Shoe Boots later married her, and they had three children together. He was a wealthy, successful leader. Several years later, Clarinda gained a visit back to her family in Kentucky with her children and decided to stay. They could not support her, but the state voted a 3-year pension for her.

Montgomery County was established in 1796 from land given by Clark County. Montgomery was the 22nd Kentucky county in order of formation.

Montgomery County was named in honor of Richard Montgomery, an American Revolutionary War Brigadier General killed in 1775 while attempting to capture Quebec City, Canada. An alternative story holds that the county was named for Thomas Montgomery from Virginia, who served in the Revolutionary War. In 1793 Thomas Montgomery settled in Mt. Sterling. In 1805, Thomas Montgomery moved on to Gibson County, Indiana.