- TripBuzz discovered 96 different types of activities for couples in the Charles Town area, including Casinos (like Hollywood Casino at Charles Town Races), Opera Houses (like Old Opera House), Winery/Vineyard (like Bloomery Plantation Distillery) and Parks (like Jefferson County Memorial Park), and much more.
 - We discovered a total of 163 date ideas in or near Charles Town, West Virginia, including 159 fun or romantic activities in nearby cities within 25 miles like Leesburg, Purcellville, Middleburg and Winchester.
 
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        25.6 Miles 
    
    
        
            
        
                                    74%
                23 votes
                            
			
            
                
                44 North Potomac Street, Rear, Hagerstown, MD 21740
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            The Washington County Playhouse Dinner Theater is a small dinner theater which customers have been raving about their delicious meals. Every seat in the place provides a great view of the show.        
    
    
        25.6 Miles 
    
    
        
            
        
                                    99%
                100 votes
                            
			
            
                
                401 Museum Dr, Hagerstown, MD 21740
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            Beside a scenic lake in Museum Drive is Washington County Museum of Fine Arts. They have a variety of collecion of artifacts and also have an exhibit of local artists. They also hold art classes for kids on Saturdays.        
    
    
        25.8 Miles 
    
    
        
        
            Located next to Beaverdam Reservoir, Edgar Tillet Memorial Park measures 51 acres and provides views of the reservoir. The park features two softball and two baseball fields as well as picnic areas.        
    
    
        25.8 Miles 
    
    
        
        
            Gambrill State Park is home to more than 16 miles of trails which are used for biking, hiking and horseback riding. Amenities include picnic areas, fishing areas, a tea room and campground.        
    
    
        25.9 Miles 
    
    
        
        
            Roads & Rails Museum offers reasonable admission rates. They have a gift shop where visitors can buy souvenirs and toy trains. Kids and adults will surely love their scavenger hunt.        
    
    
        26.0 Miles 
    
    
        
        
            Situated in the heart of the Mosby Heritage Area, Three Fox Vineyards sits along 50 acres of land. The majority of wine grapes grown and wine made at the vineyard are Italian with some varieties from the south of France.        
    
    
        26.1 Miles 
    
    
        
        
            Three Fox Vineyard is a Virginia-based wine company that offers free tours and wine-tasting. Visitors have tasted 11 wines on their tour, and purchased Three Fox Wine from their store.        
    
    
        26.2 Miles 
    
    
        
        
            A number of trees provide shade for comfortable outdoor fun at Ashburn Park. Little ones enjoy the prehistoric-themed playground. There's also a covered picnic area and several adjacent walking trails.        
    
    
        27.0 Miles 
    
    
        
            
        
                                    82%
                67 votes
                            
			
            
                
                3180 Aspen Dale Lane, Delaplane, VA 20144
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            There is a wide and welcoming tasting room available at the Aspen Dale Winery at the Barn. Options for light fare can also be ordered upon arrival to enjoy with the wine samplings.