Middleburg Travel Guide
A horseracing tradition for almost a century, this annual steeplechase event takes place during the third weekend in April at the Glenwood Park Racecourse.
Experience the horseracing traditions of Middleburg’s hunt country at the annual Virginia Fall Races, held the first Saturday and Sunday in October. Dating back to 1955, the steeplechase races take place at Glenwood Park, the oldest continually operated racecourse in the state.
Chrysalis Vineyards, located outside Washington, D.C. near Middleburg, Va., encompasses 71 acres on which 20 grape varieties are grown. Production focuses on the Norton, a grape native to Virginia, as well as an assortment of Spanish and French varietals.
This 4,000-square-foot store sells horse riding supplies and specializes in English hunting tack and apparel. Clothing items for sale include frock coats and hunt jackets, along with derbies, top hats, and evening scarlets.