Town of Hillsboro
Historic Fun Fact:
Hillsboro was originally known as “The Gap” for its location in a small gap of the Short Hill Mountain formed by the North Fork of Catoctin Creek.
Call it Like a Local:
Did you know some locals still use the town’s original spelling of Hillsborough? Don’t worry, it’s pronounced the same way!
Hillsboro is the smallest incorporated town in the county and one of the smallest towns in Virginia. Hillsboro is also one of the best-preserved rural towns in the country, retaining much of its mid-18th and 19th-century sense of time and place.
Take in the views overlooking the rolling vineyard hills at Hillsborough Vineyard and Brewery.