- 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
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        38.1 Miles 
    
    
        
        
            Situated on 24.2 acres, Jesup Blair Local Park is home to a 1850s mansion that was most recently used as low-income housing. The park features basketball and tennis courts, a soccer field, a playground, walking trails and picnic areas.        
    
    
        38.1 Miles 
    
    
        
        
            The Olney Boys & Girls Club is a community center that provides after school sports programs for children. Established in 1969, the club offers a variety of sports including basketball, baseball, softball, soccer, football, field hockey, and lacrosse.        
    
    
        38.2 Miles 
    
    
        
        
            Originally opened in 1995, the Gauntlet Golf Club offers a par-72 18-hole course which is spread over 6,900 yards. The course is situated around the lake of Curtis Memorial Park with many views of the water.        
    
    
        38.2 Miles 
    
    
        
            
        
                                    30%
                156 votes
                            
			
            
                
                900 Ellsworth Drive, Silver Spring, MD 20910
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            A movie theater with an IMAX auditorium, Regal Majestic Stadium 20 & IMAX displays first-run movies using digital projection and RealD 3D. It also offers stadium seating, self-service and mobile ticketing, arcade games, party rooms and a cafe.        
    
    
        38.2 Miles 
    
    
        
            
        
                                    88%
                8 votes
                            
			
            
                
                1386 Lamberton Drive, Silver Spring, MD 20902
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            A gymnasium that offers programs and classes tailored to toddlers and young children, The Little Gym of Silver Spring also hosts birthday parties and a variety of fun and fitness-oriented activities.        
    
    
        38.2 Miles 
    
    
        
            
        
                                    71%
                7 votes
                            
			
            
                
                8523 Fenton Street, Silver Spring, MD 20910
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            During the winter season, visitors can skate in an outdoor ice rink at Silver Spring Ice Skating At Veterans Plaza. Visitors can rent ice hockey or figure skates from the pro shop.        
    
    
        38.2 Miles 
    
    
        
            
        
                                    94%
                6800 votes
                            
			
            
                
                100 Raoul Wallenberg Plaza SW, Washington, DC 20024
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            The United States Holocaust Memorial Museum is a historical museum that chronicles the anti-Semitism and suffering during the period of the holocaust. The museum is most widely acclaimed for the 'Narrative History of the Holocaust' exhibit.        
    
    
        38.3 Miles 
    
    
        
        
            A part of the Brookside Gardens, the Brookside Nature Center is home to a range of interpretive wildlife exhibits and plant gardens which help visitors understand the local ecosystem better.        
    
    
        38.3 Miles 
    
    
        
            
        
                                    93%
                110 votes
                            
			
            
                
                1450 Wilkes Street, Alexandria, VA 22314
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            Visitors head to the Alexandria National Cemetery to honor and pay tribute to their loved ones. As one of the first 14 national cemeteries, it is home to many fallen soldiers who fought for our country.        
    
    
        38.3 Miles 
    
    
        
            
			
            
        
                
                18127 Towne Center Drive, Olney, MD 20832
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            Situated in the Fair Hills Shopping Center, the Winery at Olney imports raw grape products for the creation of their wines from renowned grape growing areas across the globe. Guests can also make their own custom wine batch of 28 to 30 bottles.