HPrivate Tour
Scene near Middleburg, Virginia

✦ 8 mi northeast · ~15 minutes

Middleburg, Virginia

The historic capital of America's hunt country.

About the Area

Founded in 1787 by Revolutionary War cavalry leader Levin Powell, Middleburg sits at the midpoint of the old Ashby Gap turnpike between Alexandria and Winchester — hence the name. Today it is the cultural anchor of Virginia's hunt country: a walkable downtown of stone-and-brick storefronts, the Salamander Middleburg resort and spa, the National Sporting Library & Museum, and a dining scene that consistently ranks among the best small towns in the country.

What Defines It

Highlights of Middleburg

  • 01

    Salamander Middleburg

    A 340-acre Forbes Five-Star resort with full equestrian center, spa, and Harrimans Grill — eight miles from Halfway Road, ideal for hosting weekend guests.

  • 02

    Boutique Main Street

    Lou Lou, The Fun Shop, Tully Rector, and Highcliffe Clothiers anchor a downtown of more than 160 independent businesses along Washington Street.

  • 03

    Dining & Wine Bars

    King Street Oyster Bar, The Red Fox Inn (operating since 1728), Goodstone Inn, and Greenhill Winery tasting room — all within a short drive.

  • 04

    Equestrian Calendar

    Middleburg Hunt, the Christmas Parade, the Middleburg Spring Races at Glenwood Park, and Upperville Colt & Horse Show all draw international visitors each year.

Frequently Asked

Middleburg, answered.

2675 Halfway Road

See it from the front porch.

Halfway Road sits 8 mi northeast from Middleburg. Schedule a private tour to walk the grounds yourself.

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More Around Halfway Road

Explore the rest of the neighborhood.