Middleburg Historic District follows the old commercial core along Washington and Madison streets. The district is small, but it carries much of the town's appeal: Federal-style houses, churches, stone storefronts, and a street pattern that still reads as a turnpike village.
Walk it slowly, with time for shop windows and side streets. The district is not a museum set piece, but a lived-in main street where Middleburg's moneyed horse-country polish meets its older stagecoach history.