| Year | Won | Margin | Democratic | Republican | Total |
|---|---|---|---|---|---|
| 2024 | R | 1,857 | 6,093 | 8,074 | |
| 2020 | R | 2,142 | 5,843 | 8,110 | |
| 2016 | R | 1,828 | 4,944 | 7,149 | |
| 2012 | R | 2,530 | 3,940 | 6,590 | |
| 2008 | R | 2,725 | 4,081 | 6,919 | |
| 2004 | R | 2,366 | 4,094 | 6,499 | |
| 2000 | R | 2,117 | 3,244 | 5,473 | |
| 1996 | D | 2,324 | 2,110 | 5,010 | |
| 1992 | D | 2,838 | 1,640 | 5,219 | |
| 1988 | D | 2,544 | 2,286 | 4,866 | |
| 1984 | R | 2,279 | 2,802 | 5,110 | |
| 1980 | D | 2,999 | 1,723 | 4,810 | |
| 1976 | D | 2,985 | 1,192 | 4,220 | |
| 1972 | R | 1,688 | 1,919 | 3,656 | |
| 1968 | D | 1,978 | 1,271 | 3,967 | |
| 1964 | D | 3,521 | 838 | 4,363 | |
| 1960 | D | 2,969 | 1,714 | 4,683 | |
| 1956 | D | 3,157 | 1,670 | 4,838 | |
| 1952 | D | 3,468 | 1,584 | 5,062 | |
| 1948 | D | 3,398 | 1,193 | 4,640 | |
| 1944 | D | 3,548 | 1,497 | 5,063 | |
| 1940 | D | 3,862 | 1,445 | 5,329 | |
| 1936 | D | 3,545 | 1,516 | 5,065 | |
| 1932 | D | 4,303 | 1,643 | 5,987 | |
| 1928 | D | 2,929 | 2,334 | 5,270 | |
| 1924 | D | 3,706 | 1,918 | 5,664 | |
| 1920 | D | 4,640 | 2,208 | 6,897 | |
| 1916 | D | 2,595 | 1,302 | 3,925 | |
| 1912 | D | 2,274 | 805 | 3,575 | |
| 1908 | D | 2,253 | 1,358 | 3,668 | |
| 1904 | D | 2,137 | 1,434 | 3,665 | |
| 1900 | D | 2,366 | 1,609 | 4,014 | |
| 1896 | D | 2,115 | 1,711 | 3,957 | |
| 1892 | D | 1,793 | 1,019 | 3,078 | |
| 1888 | — | — | — | — | |
| 1884 | — | — | — | — | |
| 1880 | — | — | — | — | |
| 1876 | — | — | — | — |
Henry County's 2024 presidential margin of R+52.5 places it among Kentucky's most lopsided rural counties, reflecting the sharp partisan realignment that has reshaped small agricultural communities across the commonwealth over the past two decades.
The unraveling was not abrupt. The Democratic margin in Henry County peaked at sixty-one points in 1964; it narrowed steadily over the late twentieth century. The 2000 election delivered the county to the Republican party for the first time in many years, by a margin of twenty-one points. By 2024, the margin had widened further.
The economic and demographic context is severe. Henry County's median household income of $63,347 is among the lowest of any county in the United States; 16% of residents live below the federal poverty line. The county's voting pattern over the last decade is most similar to that of Trimble County and Owen County.