- Our list of the best things to do in Middleburg, Virginia, features the top 289 nearby activities — including 99 great attractions with user approval ratings of 90% or more!
- Middleburg, VA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Sights & Landmarks, Entertainment & Shows, and Museums & Galleries.
- The results below include the top 19 things to do within the city of Middleburg, VA , followed by 270 popular activities in nearby cities, including Leesburg, Sterling, Purcellville, Reston, Chantilly, Warrenton, Ashburn, Harpers Ferry, Herndon, Front Royal, Manassas, Centreville, Berryville, Fairfax, Charles Town, Delaplane, Winchester, Berkeley Springs and Lovettsville
Showing 11-20 of
974
0.0 Miles
Soar up to 55 feet in the air during a two-hour tour that consists of five ziplines
0.2 Miles
100%
2 votes
102 The Plains Road, Middleburg, VA 20117
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Home to over 26,000 books, National Sporting Library & Fine Arts Museum is open to the general public for research or personal use. Visitors can peruse books specialized in sporting and animal books from year 1500 to 2000.
0.4 Miles
Spread over 112 acres, Glenwood Park is actually an equine venue. The land was originally donated to the city in 1963 and currently holds races, charitable events, and a pony club competition.
0.1 Miles
64%
14 votes
2845 North Marcey Road, Middleburg, VA 22207
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Located along the Potomac River, Potomac Overlook Regional Park is situated on 70 acres of wooded terrain. The park provides hiking trails, a picnic area, an educational garden and a nature center with exhibits and live animals.
1.0 Miles
Wine tastings at The Boxwood Winery are the main draw to the site since there are no tours of the vineyards or the wine cellar itself. The location also has a wine bar that serves Boxwood wines and other wines from around the world.
1.7 Miles
Founded in 1969, the Middleburg Tennis Club is a members-only recreation site with over 10 acres of courts and facilities. Tennis lessons and camps are offered, along with a swimming pool and full size fitness center.
1.7 Miles
The winery and vineyard of Swedenburg Estate was recently bought by a new owner and renamed the Greenhill Vineyards. The tasting room and old stone house have both been restored, and tastings are held regularly as are walking tours of the vineyards during the summer season.
0.1 Miles
37%
19 votes
16 E Washington St, Middleburg, VA 20117
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Rather than a classic winery aesthetic, The Boxwood Tasting Room, Wine Bar, & Shop embraces modern architecture and design through the wide use of stainless metal. Tastings are held throughout the week and wines can be purchased at the shop with the wine bar portion open in the evenings.
0.0 Miles
Opened in 1995, The Byrne Gallery is a local art gallery featuring a number of works and services available. In addition to displaying a variety of exhibitions, the gallery also offers custom framing, appraisal, and art installation for its customers.
4.2 Miles
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0 votes
23130 Briar Patch Lane, Middleburg, VA 20117
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Situated on 47 acres, Cooking Class Weekend at Briar Patch Bed & Breakfast Inn teaches visitors how to prepare gourmet meals with the inn's chefs. The class includes a tasting of several wines from regional wineries.
8.2 Miles
The large and prestigious site known as Oatlands Plantation contains a restored country home that is fully furnished with 19th century items. The attached garden is well-maintained and available for public viewing after a tour of the house itself.