| Official Name: | Hillsboro, Kentucky |
| Settlement Type: | Unincorporated community |
| Pushpin Map: | Kentucky |
| Pushpin Label: | Hillsboro |
| Subdivision Type: | Country |
| Subdivision Name: | United States |
| Subdivision Type1: | State |
| Subdivision Name1: | Kentucky |
| Subdivision Type2: | County |
| Subdivision Name2: | Fleming |
| Population As Of: | 2000 |
| Population Total: | 2,010 [1] |
| Timezone: | Eastern (EST) |
| Utc Offset: | -5 |
| Timezone Dst: | EDT |
| Utc Offset Dst: | -4 |
| Elevation Ft: | 863 |
| Coordinates: | 38.2933°N -83.6589°W |
| Postal Code Type: | ZIP code |
| Postal Code: | 41049[2] |
| Area Code: | 606 |
| Blank Name: | GNIS feature ID |
| Blank Info: | 494271 |
Hillsboro is an unincorporated community in Fleming County, Kentucky, United States. Hillsboro is located at the junction of Kentucky Route 111 and Kentucky Route 158, 9.8miles south-southeast of Flemingsburg.[3]
First called Foudraysville for the Foudray family of early settlers, it was renamed Hillsboro when the post office opened in 1833.[4] In 1874 a fire was started by robbers, burning several buildings in the center of town, among them being E. G. SHIELDS' store, J. W. CRAIN'S store, the wholesale house of J.A.H. KERNS, and the drugstore of L. J. JONES. The buildings, however, were all replaced after the first fire. In 1917 a second fire burned the buildings located in the same area.
Hillsboro Covered Bridge, which is listed on the National Register of Historic Places, is located in Hillsboro.