- 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.
 
		Showing 201-210 of
		597
	
    
        28.0 Miles 
    
    
        
        
            The tasting room at the Capitol Vineyard was actually built in the 1800s, making it a historic site as well as one for current entertainment. The vineyard holds sample tastings at the rustic and historic setting only on the weekends.        
    
    
        28.0 Miles 
    
    
        
        
            Wagon Wheel Ranch is a family owned and operated ranch that offers a riding experience through herds of cattle and exploration of nature on their ranch, from foxes and bald eagles to wild turkeys and herds of deer.        
    
    
        28.0 Miles 
    
    
        
            
        
                                    91%
                35 votes
                            
			
            
                
                21293 Smiths Switch Road, Ashburn, VA 20147
                MoreLess Info
            
        
            Serving as one of the longest parks in the state, the Washington & Old Dominion Trail covers 45 miles of paved pathways. Visitors can enjoy walking, running, bicycling, and skating with an adjacent 32-mile-long gravel path for horseback riding.        
    
    
        28.1 Miles 
    
    
        
        
            Featuring a large indoor ice rink, the Ashburn Ice House has many ice skating related activities. Guests can learn to skate, play hockey, figure skate, or simply participate in the open public skating sessions.        
    
    
        28.3 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.        
    
    
        28.7 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.        
    
    
        28.7 Miles 
    
    
        
        
            While not home to the actual FedEx Field Stadium where the Red Skins play professional games, Redskins Park is a vibrant side attraction in the area. There is a substantial field which is covered with a bubble dome in the colder months.        
    
    
        28.8 Miles 
    
    
        
        
            Many small and off-beat plays tend to shown at the Wayside Theatre. Despite this emphasis on little-known presentations, a few classics are still held during the average season though, such as A Christmas Carol.        
    
    
        28.8 Miles 
    
    
        
        
            Cacapon State park contains 6,115 acres. The park has 20 miles of hiking trails, trails for horseback riding, fishing in the Cacapon River, golf course, a 250-person conference center, cabins, and an inn.        
    
    
        29.1 Miles 
    
    
        
        
            The Leitersburg Cinemas offers visitors the chance to enjoy first-run movies. The location, which offers a $5 movie and $1 popcorn specials every Tuesday, also hosts special events throughout the year.