- TripBuzz discovered 51 different types of activities for couples in the Cumberland area, including Bowling (like White Oak Lanes), National & State Parks (like Rocky Gap State Park), Historic Sites (like C&O Canal - Paw Paw Tunnel) and Bike Paths (like C&O Canal Towpath), and much more.
 - We discovered a total of 21 date ideas in or near Cumberland, Maryland, including 4 fun or romantic activities in nearby cities within 25 miles like Grantsville and Flintstone.
 
		Showing 1-10 of
		134
	
    
        0.3 Miles 
    
    
        
            
			
            
        
                
                17 Howard St, Cumberland, MD 
                MoreLess Info
            
        
            From dry to semi-sweet to sweet selections, the Charis Winery offers visitors a well-rounded wine tasting experience. Their grape and fruit varieties will tickle the palates of connoisseurs and everyday tasters alike.        
    
    
        0.3 Miles 
    
    
        
        
            Located off of the I-86, Sidling Hill Overlook & Rest Area offers visitors a scenic walking bridge that crosses over the highway. From the bridge, visitors have panoramic views of the surrounding hills and rock structure.        
    
    
        19.4 Miles 
    
    
        
        
            Bicycling and hiking are some of the activities you can do at the Great Allegheny Passage Trail. This 15-mile path connects with the 184.5-mile C&O Canal Towpath at Cumberland. You will pass by industrial and coal mining ruins along the way.        
    
    
        0.1 Miles 
    
    
        
        
            An art deco-styled, vintage 1930s-style theater, the New Embassy Theatre hosts a wide variety of entertainments. Cumberland's oldest theater, it shows films as well as hosting live drama, burlesque shows, and a variety of live musical performances.        
    
    
        0.2 Miles 
    
    
        
        
            Western Maryland Scenic Railroad is a heritage railroad which operates between Cumberland and Frostburg offering scenic train rides to passengers with the help of their steam and diesel locomotives.        
    
    
        0.2 Miles 
    
    
        
        
            With flashlights, visitors can explore the brick tunnels of C&O Canal Towpath. Other structures that can be seen in the canal include lift locks, lock houses, feeder dams, waste weirs, and culverts.        
    
    
        0.3 Miles 
    
    
        
            
        
                                    100%
                3 votes
                            
			
            
                
                104 Washington St., Cumberland, MD 
                MoreLess Info
            
        
            Housed in a Colonial style mansion, C. William Gilchrist Museum of the Arts has been beautifully restored and made open to the public. Along with a large art collection, the museum includes an art library, botanical garden and meeting rooms.        
    
    
        2.6 Miles 
    
    
        
        
            With over 30 different species that have been either donated or rescued, the Tri-State Zoological Park is open on a seasonal basis. They are also available for parties and can bring their animals and programs to private functions.        
    
    
        3.8 Miles 
    
    
        
        
            The Moon Glo Skating Rink is an indoor recreational skating facility that is open from 7pm to 10pm on Fridays and Saturdays. The skating rink is available to rent for private parties and roller hockey games.        
    
    
        1.7 Miles 
    
    
        
            
        
                                    -
                0 votes
                            
			
            
                
                White Oaks Shopping, 1649 Oldtown Road, Cumberland, MD 21502
                MoreLess Info
            
        
            A 32 lane bowling alley with 8 wood and 24 synthetic lanes, White Oak Lanes also features a pro shop, video games and a full-service snack bar. They have numerous specials, leagues and party packages.