Monroe County, Kentucky Johnson during his 1964 landslide the last to pass thirty percent. Monroe County, Kentucky Monroe County is a county located in the Pennyroyal Plateau region of the U.S. state of Kentucky. As of the 2010 census, the population was 10,963. Its county seat is Tompkinsville. The county is named for President James Monroe. It is a prohibition or dry county. Monroe County is the only county of the 2,957 in the United States named for a President where the county seat is named for his Vice-President. The county was formed in 1820; and named for James Monroe the fifth President,
James Monroe Gregory for six years. In 1887 he was a candidate to replace James Campbell Matthews as Washington, DC Recorder of Deeds, although the position went to William Monroe Trotter. Gregory was again a candidate for the position to succeed Trotter in late 1889, but the position went to Blanche Bruce. Gregory was president of the American Association of Educators of Colored Youth which was he founded in 1890 and led throughout its existence. He was a delegate to the 1892 Republican National Convention, and expressed interest in the Recorder of Deeds job again, which in 1893 went to C. H. J.