400 Martingale Ridge Drive Middleburg, VA 20117

Established in 1787, Middleburg was previously called Chinn’s Crossroads, though it was renamed to emphasize its location midway between the port of Alexandria and the many factories of Winchester. Renowned as the heart of Virginia’s Hunt Country, the storied town became a popular destination for fox hunting and steeplechasing by the turn of the last century and plays host to a variety of equestrian events throughout the year, the best known being the Middleburg Spring Races. Today, Middleburg is also a destination for the arts, with draws like the annual Middleburg Film Festival. Numerous old estates in Middleburg include Glen Ora, the famed country retreat of President Kennedy. Early American spirit is alive and well in Middleburg’s downtown, filled with old inns, charming shops, and eclectic eateries. You can still have a pint at the Red Fox Inn & Tavern, established by Joseph Chinn way back in 1728.