- 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 41-50 of
974
11.6 Miles
Fireman's Field is a 13-acre park that includes two baseball fields with the main one selected as the site of the Babe Ruth League World Series in 2013. The park features a skating rink and hosts numerous events and concerts.
11.7 Miles
The Virginia Wine Country Half Marathon is a wine-themed run, with a wine stop at midpoint and the Wine & Music Festival held at a winery at the end. The course passes through vineyards, farms, ranches and estates.
11.8 Miles
Nestled in Virginia's Piedmont, Miracle Valley Vineyard attracts wine lovers with its scenic beauty. Guests can partake in wine tasting guided by expert staff, stroll the grounds or take in surrounding views from the gazebo.
11.8 Miles
The South Riding Skatepark is over 7,000 feet of concrete skating jungle. The park packs a lot in to its space with several stairs, pads, ledges, 4 quarter pipes, hubbas, and pump jumps.
11.9 Miles
Visitors to Casanel Vineyards are able to experience both wine and a natural setting. The main building is only a minor section of the 40-acre site, meaning there are several places to sip wine and take a walk.
11.9 Miles
From Shakespeare to Broadway classics, Run Rabbit Run Theatre showcases the talent of community performers in its yearly productions. The theater also organizes arts education programs by offering acting classes.
12.0 Miles
Modern farm life is on display at the Ticonderoga Farms that covers over 1,000 acres of fields and forest. Farm related activities like hayrides, slides, bonfires, pumpkin picking, picnics, and fresh produce are frequently held.
12.0 Miles
Open year round for tastings, the Cobbler Mountain Cellars serves many visitors in the region. They actually do hold events during the warmer months though, including special dinners and tastings.
12.0 Miles
The historic farm of Sky Meadows forms the basis of the Sky Meadows State Park which is spread over 1,864 acres. Common activities include touring the historic home, hiking, picnicking, fishing, biking, and participating in the frequent nature and history programs.
12.3 Miles
Located just outside Leesburg, Dry Mill Vineyard & Winery is situated in a repurposed barn and stables amid rolling hills. They make an array of wines, and host tastings and special events.