- Our list of the best things to do in Gloucester, Massachusetts, features the top 318 nearby activities — including 154 great attractions with user approval ratings of 90% or more!
- Gloucester, MA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 29 things to do within the city of Gloucester, MA , followed by 289 popular activities in nearby cities, including Salem, Beverly, Lynn, Newburyport, Hampton, Marblehead, Rockport, Danvers, Ipswich, North Andover, Haverhill, Amesbury, Saugus, Malden, Revere, Peabody, Andover, Hull, Chelsea, Seabrook, Melrose, Essex, Everett, Lawrence, Woburn and North Hampton
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        28.8 Miles 
    
    
        
        
            Artistic and independent films are the focus of the Brattle Theatre. It serves as the home venue for several major film events throughout the year, such as the Independent Film Festival Boston, Boston LGBT Film Festival, and Boston Underground Film Festival.        
    
    
        28.8 Miles 
    
    
        
        
            Also known as the Dr. Paul Dudley White Path, the Charles River Bike Path is a prominent 18 mile loop trail between Boston and Newton. Most of the path is focused on the banks of the Charles River, but bikers can also cross any one of the bridges linked to the path.        
    
    
        28.8 Miles 
    
    
        
        
            Apple Cinemas is a movie theater with a large selection of first-run movies, including Bollywood films at times. There are weekly specials and their extensive snack bar features a popsicle assortment, coffee and tea.        
    
    
        28.8 Miles 
    
    
        
            
        
                                    14%
                79 votes
                            
			
            
                
                168 Alewife Brook Parkway, Cambridge, MA 02138
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            Fresh Pond Entertainment Cinemas is a movie theater multiplex that shows a variety of first run Hollywood movies in full digital video and sound. The theater can be reserved for parties and special events.        
    
    
        28.8 Miles 
    
    
        
        
            Stodder's Neck is an off-leash dog park that offers a safe space for dogs to run and socialize with each other. The park features benches and picnic tables, as well as equipment to clean up after your pet.        
    
    
        28.8 Miles 
    
    
        
        
            Designed as a safe, fun place for dogs, Thorndike Field Dog Park provides ample space for running, jumping and playing. It also offers pet-friendly drinking fountains, obstacle courses and comfortable seating for pet owners.        
    
    
        28.8 Miles 
    
    
        
        
            Operated by the Arlington Historical Society, the Jason Russell House-Smith Museum are historical sites dating back to the late-18th century. The sites are filled with furnishings, artifacts, and exhibits that display the history of the local area.        
    
    
        28.9 Miles 
    
    
        
        
            The House of Blues is a recognized chain of venues located throughout the United States. Renowned for having high standard live entertainment, the venue also serves as a bar and restaurant.        
    
    
        28.9 Miles 
    
    
        
            
        
                                    94%
                212 votes
                            
			
            
                
                105 Brattle St, Cambridge, MA 02138
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            The preserved home of Henry Longfellow, Longfellow House Washington Headquarters National Historic Site offers visitors the chance to learn more about the life of the literary genius. View and analyze the 19th century poet's work and walk the home where the incredible creations happened.        
    
    
        28.9 Miles 
    
    
        
        
            The 200-acre Mary Cumming Park, located just north of Boston, offers meadows, forests, wetlands and a network of trails for public enjoyment. Visitors can partake in day hikes, backpacking, snowshoeing, cross-country skiing, picnicking and geocaching.