Early pictures of The Town of Middleburg

Town of Middleburg, VA

WELCOME TO MIDDLEBURG - We invite you to browse among our delightful array of quaint shops and dine in our wonderful restaurants! 


Middleburg was established in 1787 by Revolutionary War Lieutenant Colonel and Virginia Statesman Levin Powell, who purchased the land that constitutes the town for $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 known as Route 50).

Starting in the 1730s, Middleburg was a staging point for weary travelers along the Ashby Gap Road. The legacy of the Colonial era continues today at Middleburg's charming Red Fox Inn and Tavern, which provides first rate accommodations to visitors from around the world.  Located in the heart of Middleburg, the Red Fox Inn and Tavern is billed as the "oldest original inn in America". The Red Fox Tavern was a meeting spot for Confederate Colonel John Mosby and his Rangers. A century later, President Kennedy's press secretary, Pierre Salinger, held press conferences at the Red Fox in the Jeb Stuart Room.


If you prefer the refined sophistication of a luxurious country estate, book a stay at the Salamander Resort & Spa, which was recently awarded five stars by Forbes Travel Guide.  The charismatic resort features 168 guestrooms and suites, all with scenic views of the countryside. The 23,000-square-foot spa presents 14 treatment rooms and a private outdoor courtyard with heated pool. In addition, Salamander has one of the finest equestrian facilities and programs in the country, with 25 on-site acres dedicated to riding and a 14,000-square-foot stable. The culinary program also does not disappoint with the rustic Harrimans Virginia Piedmont Grill, a multi-experience cooking studio, well-appointed wine bar and jovial billiards room. Salamander also offers zip lining, tennis, nature hikes, archery and an abundant amount of other outdoor activities, the adventures are endless.  


On Washington Street, visitors will find another gracious reminder of the past - the Windsor House Inn, circa 1824. During the Civil War, the Windsor House was known as the Colonial Inn.  It was run by Catherine Broun.  Although Catherine sympathized with the South, she also generously served meals to Union troops  as well when they occupied Middleburg in 1862.

After the turn of the century, Middleburg began welcoming a new wave of visitors that descended on the town for foxhunting and steeplechasing. The charming village soon earned a reputation as the "Nation's Horse and Hunt Capital," attracting prominent visitors from across the United States.


Serving as a host community for more than 250 years, it is no surprise that Middleburg has developed a high concentration of fine inns, shops and restaurants.

Middleburg was recognized in 2008 for its historic preservation efforts by being designated a Preserve America Community by then-First Lady Laura Bush.  

About Middleburg