- The list below includes 67 free or cheap things to do in or near Chestertown, Maryland, including 103 different types of inexpensive activities like Art Gallery, Marinas, Bowling and Movie Theaters.
- From ROLPHS WHARF MARINA to Chestertown Marina, there are a variety of budget-friendly attractions in Chestertown and in nearby cities within 25 miles like Stevensville, Pasadena, Middletown and Dundalk.
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            Enjoy a wide array of Craft distilled spirits in Chestertown’s historic district        
    
    
        3.6 Miles 
    
    
        
        
            ROLPHS WHARF MARINA is a local marina located on the scenic Chester River. The marina offers a number of services and amenities to its customers, including a ship store, a beach bar, a pool, and gas and diesel fuel available.        
    
    
        0.9 Miles 
    
    
        
        
            In close proximity to a boardwalk, Chestertown Marina has a dock for a variety of sea vessels, and is surrounded by local gift shops and restaurants. The marina has a store where visitors can buy equipment for their boats.        
    
    
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                                    100%
                9 votes
                            
			
            
                
                101 Church Alley, Chestertown, MD 21620
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            The Historical Society of Kent County features a collection of preserved documents, artifacts, and other information related to the county's history. The society offers a variety of programs and exhibits from their museum and research library.        
    
    
        0.7 Miles 
    
    
        
            
        
                                    82%
                17 votes
                            
			
            
                
                315 High Street, Suite 106, Chestertown, MD 21620
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            River Arts Chestertown showcases a wide range of works created by local artists, including ceramics, paintings, jewelry and photographs. In addition to their many exhibits, they regularly host classes, lectures and special events.        
    
    
        0.7 Miles 
    
    
        
        
            The Artists' Gallery is an art gallery displaying the paintings and other creations of six local artists. In addition to paintings, the gallery also displays high quality handmade crafts, including jewelry, ceramics, and many others.        
    
    
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            Featuring exhibitions from national and international artists, The Carla Massoni Gallery is an art gallery offering a number of works available for purchase. A large variety of exhibitions are displayed throughout the year.        
    
    
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            The small Chester 5 Theatres maintains only five screens, but first-run popular films are shown at the cinema. Movies are screened both as matinees and evening shows with a special discount applied to those screened before 6pm.        
    
    
        2.7 Miles 
    
    
        
        
            Both traditional ten pin bowling and duck pin bowling are offered at the Queen Anne's Bowling Centre. Along with the 24 lanes for bowling, there is a small on-site restaurant and a 14-hole miniature golf course.        
    
    
        10.5 Miles 
    
    
        
        
            Featuring a 42 foot glass diesel powered charter boat with six-person capacity, Misty Charters leads fishing trips in Chesapeake Bay. The company can accommodate casual trips as well as customized tournament fishing trips.        
    
    
        10.6 Miles 
    
    
        
            
        
                                    67%
                18 votes
                            
			
            
                
                P.O. Box 189, 5758 Main Street, Rock Hall, MD 21661
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            Guests will experience an amazing tour of the tidal waters of the Chesapeake Bay with Chester River Kayak Adventures. Their tour guides will assist you from beginning to end. Eagles, ospreys, ducks and other wildlife can be seen during the trip.