Hillsboro is the oldest town in Caroline County. 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, but its chief claim to fame lies within the spiritual and cultural fields. The first newspaper to be published in Caroline County was published in Hillsboro in 1831 by Lucas Brothers. Hillsboro previously known as Tuckahoe Bridge was named in the honor of Lord Hillsboro of the Calvert Family. In 1804 there was a fever epidemic in Hillsboro then again in 1816; both occurred in the same house the Seller residence. Hillsboro was the site of the Tri-County fair and the meeting place of Congressional Conventions.
Geography
Hillsboro is located at . According to the United States Census Bureau, the town has a total area of, all land.
As of the census of 2010, there were 161 people, 68 households, and 46 families living in the town. The population density was. There were 75 housing units at an average density of. The racial makeup of the town was 96.3% White, 2.5% African American, and 1.2% from other races. Hispanic or Latino of any race were 3.1% of the population. There were 68 households of which 32.4% had children under the age of 18 living with them, 45.6% were married couplesliving together, 14.7% had a female householder with no husband present, 7.4% had a male householder with no wife present, and 32.4% were non-families. 26.5% of all households were made up of individuals and 10.3% had someone living alone who was 65 years of age or older. The average household size was 2.37 and the average family size was 2.78. The median age in the town was 38.3 years. 22.4% of residents were under the age of 18; 10.6% were between the ages of 18 and 24; 29.9% were from 25 to 44; 26% were from 45 to 64; and 11.2% were 65 years of age or older. The gender makeup of the town was 47.2% male and 52.8% female.
At the 2000 census, there were 163 people, 71 households and 45 families living in the town. The population density was 1,140.6 per square mile. There were 78 housing units at an average density of 545.8 per square mile. The racial makeup of the town was 98.16% White, 1.23% African American, and 0.61% from two or more races. Hispanic or Latino of any race were 0.61% of the population. There were 71 households of which 29.6% had children under the age of 18 living with them, 52.1% were married couples living together, 8.5% had a female householder with no husband present, and 36.6% were non-families. 29.6% of all households were made up of individuals and 11.3% had someone living alone who was 65 years of age or older. The average household size was 2.30 and the average family size was 2.71. Age distribution was 20.9% under the age of 18, 9.8% from 18 to 24, 33.1% from 25 to 44, 23.3% from 45 to 64, and 12.9% who were 65 years of age or older. The median age was 37 years. For every 100 females, there were 94.0 males. For every 100 females age 18 and over, there were 87.0 males. The median household income was $29,583, and the median family income was $35,500. Males had a median income of $29,167 versus $20,000 for females. The per capita income for the town was $16,318. None of the families and 9.5% of the population were living below the poverty line, including no under eighteens and 11.1% of those over 64.