Middleburg Historic District

Middleburg Historic District sits along Washington Street in downtown between Independence and Constitution Streets, containing buildings that span from the 18th century through the early 19th century. The area holds four historic churches, Federal-style townhouses, and commercial structures that display how architecture changed over time.

The district was founded in 1787 by Leven Powell, a Revolutionary War officer, transforming a crossroads into a commercial hub. Its location between Alexandria and Winchester made it a natural stopping point for regional trade and travel.

The Red Fox Inn and Tavern from 1728 sits prominently along the main street and displays the Federal-style architecture of the early settlement. The building still operates as a public gathering place, connecting past and present through its continuous use.

You can explore most buildings on foot along the street, viewing the architecture as you walk through the district. While many houses are private residences, several historic sites welcome visitors and offer guided tours of their interiors.

The district kept its original character because it did not experience much building development during the Victorian era. This means you can see Federal and Gothic Revival buildings from earlier periods still standing largely untouched by later architectural trends.