Things to Do in Middleburg, VA

With more than 160 buildings listed on the National Register of Historic Places, Middleburg is known for its natural beauty, historic charm, and Southern hospitality.

Surrounding the town, you’ll find picturesque countryside, with low stone walls surrounding stately horse farms and cattle grazing in nearby fields– all with the Blue Ridge and Bull Run mountains as a scenic backdrop.

With an ideal climate for growing grapes, Middleburg also boasts more than 20 wineries within 30 minutes of this historic hamlet, making it one of the top 10 wine destinations in the world. 

Whether you’re looking for a historic tour, a scenic vineyard, a taste of equestrian life, or just a place to relax, Middleburg has what you’re looking for.

Hunt Riders and hounds walking down street in parade
Aldie Mill building with water wheel

Aldie Mill

Discover a part of Northern Virginia’s industrial heritage — the restored gristmill at Aldie Mill Historic Park in Aldie. Built between 1807 and 1809, the ...
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Harvesting at Boxwood Estate

Boxwood Estate Winery

Boxwood Winery is located in an area steeped in Revolutionary, Civil War American history and renowned for world-famous horse farms. Today, the area is also ...
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Cana Vineyards in July

Cana Vineyards & Winery of Middleburg

Cana Vineyards and Winery is located in the beautiful Loudoun County countryside, nestled between the historic towns of Aldie and Middleburg on John Mosby Highway. ...
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view of vineyards and pond

Greenhill Winery & Vineyards

Come experience 100% Virginia wine in an authentic Virginia wine and hunt country setting. As one of the foremost boutique destination wineries in Loudoun County, ...
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Outside Overview from above of the Middleburg Community Center

Middleburg Community Center

In the mid-1940’s, a group of civic-minded citizens came together to make Mrs. Howell E. Jackson’s dream come to fruition: to make Middleburg the social ...
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horse head statue at NSL

National Sporting Library & Museum

The National Sporting Library & Museum (NSLM) is located in the heart of beautiful hunt country. Founded in 1954, the renowned research library and fine ...
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Exterior of Red Fox Inn stone building with lights in windows red door

Red Fox Inn & Tavern

The Red Fox Inn & Tavern is a must-see Virginia landmark offering hearty meals in an historic tavern setting, romantic guest rooms fitted with traditional ...
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paint horse in boarding stable

Salamander Resort & Spa

Salamander Resort & Spa is found in the charming and historic small town of Middleburg, Virginia, resting on 340 acres. The charismatic resort features 168 ...
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Visitor Information

Our visitor’s center has detailed information about the town’s offerings.