Hillsboro is a town in Caroline County, Maryland, United States.

Daffin House and St. Paul's Episcopal Church were listed on the National Register of Historic Places in 1975.

Evidence shows that as early as 1694 there was an Anglican chapel-of-ease located on the Eastern bank of the Tuckahoe.

Commercially Hillsboro was the site of a tobacco warehouse, one or more general stores, a shoe factory, and a tavern.

Hillsboro was the site of the Tri-County fair and the meeting place of Congressional Conventions.

[6] According to the United States Census Bureau, the town has a total area of 0.15 square miles (0.39 km2), all land.

[7] The climate in this area is characterized by hot, humid summers and generally mild to cool winters.

The racial makeup of the town was 96.3% White, 2.5% African American, and 1.2% from other races.

The racial makeup of the town was 98.16% White, 1.23% African American, and 0.61% from two or more races.