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Town of Hillsboro

Known For:  

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.

Local Favorites:

Fieldstone Farm, A Country Retreat, Doukenie Winery, Stoneybrook Farm Market as well as the summer concert series at the Old Stone School.

Hidden Gem:

Take in the views overlooking the rolling vineyard hills at Hillsborough Vineyard and Brewery.

Newest Attraction:

Virginia Picnic Basket Company

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!