Historic Middleburg

Middleburg was established in 1787 by Revolutionary War Lieutenant Colonel and Virginia statesman Levan Powel, who purchased the land for Middleburg at $2.50 an acre from Joseph Chinn, first cousin to George Washington. Previously called “Chinn’s Crossroads,” Powell chose the name Middleburg because of the town’s location midway between Alexandria and Winchester on the Ashby Gap trading route (now Route 50).

Since the 1700s, Middleburg has been a staging point for weary travelers along the Ashby Gap Road. Later, Middleburg began welcoming a new wave of visitors that descended on the town for fox hunting and steeplechasing and over the years, has maintained its status as a premier destination. To welcome visitors and cater to their needs, Middleburg has many inns in and around the town, all of which have fascinating histories and some of which have hosted everyone from Civil War officers and soldiers to high-ranking statesmen, government officials, corporate leaders and celebrities. 

Middleburg is not only an ideal haven for couples, it is also extremely family and pet-friendly. Its convenient location, just one hour from downtown Washington, D.C. and 35 minutes from Dulles International Airport, makes it the perfect spot for a multiple-day vacation as well as a brief excursion.

Other Local Sites of Interest:

National Sporting Library: Located in the town of Middleburg this is a state-of-the-art research facility dedicated to the world of horse sports, shooting and fishing.

Aldie Mill Historic District: Located four miles east of Middleburg along US 50 is the town of Aldie, and early-19th-century village centered around the recently-restored Aldie Mill.

Glenwood Park: Located two miles north of town, this property was donated by Daniel C. Sands for local use as an equine and agricultural event site.

Goose Creek Stone Bridge: This early-19th-century, 4-arched stone bridge is among the oldest surviving turnpike bridges in Northern Virginia.

The John Singleton Mosby Heritage Area Driving Tour: This Heritage Area is recognized for its association with local Civil War hero, Col. John S. Mosby. The driving tour highlights many significant historical sites and natural resources in a multi-county area.

Mt. Zion Church: Constructed in 1851 as an Old School Baptist church, this 2-story brick structure was at the center of a Civil War battle in 1864.

Oatlands: A Federal-style mansion built in 1804 by George Carter, great grandson of Robert “King” Carter. Oatlands is now a co-stewardship property with the National Trust for Historic Preservation and is open for public tours.