- 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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        31.9 Miles 
    
    
        
        
            The Boston Ski and Sports Club is a membership based organization that offers adult sports leagues, group vacations, social events and day trips to different ski resorts within the region.  Twelve different sports leagues are played both indoor and out.        
    
    
        31.9 Miles 
    
    
        
        
            Featuring a pavilion used for community events, Shedd Park provides tennis and basketball courts along with baseball and softball fields. The park also has a children's playground, a spray park, picnic tables and a track for walking and jogging.        
    
    
        31.9 Miles 
    
    
        
            
        
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                31 Westminster Ave, Moxley Playground, Watertown, MA 2472
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            Moxley Playground features two tot-lots or playgrounds. Playground facilities includes five beltings, one handicap swing, one full bucket swing and one half bucket swing while additional features are composed of a baseball field and tennis courts.        
    
    
        32.0 Miles 
    
    
        
            
        
                                    84%
                51 votes
                            
			
            
                
                Larz Anderson Park, Brookline, MA 2445
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            Larz Anderson Auto Museum houses the country's oldest collection of vintage automobiles which date back to early 20th century as well as multiple non-motorized transports such as authentic horse-drawn sleighs and carriages.        
    
    
        32.0 Miles 
    
    
        
        
            Canobie Lake Park is a full-service amusement park that embraces many types of rides. Massive roller coasters form the bulk of the park, but there are also rides for children as well as games and live entertainment.        
    
    
        32.0 Miles 
    
    
        
        
            Quincy Quarries Reservation is a 22 acre park born from old granite quarries. It is highlighted by huge granite rock walls which can be used for rock climbing, and it also has several hiking trails and picnic areas.        
    
    
        32.0 Miles 
    
    
        
        
            Surrounded by large, shady trees and lush greenery is the Dealtry Memorial Pool. The public pool offers free entry, on site lifeguards and a 44 yard long swimming area with shallow and deep ends.        
    
    
        32.1 Miles 
    
    
        
        
            Prescott Park is a ten-acre park containing over 500 flower varieties on the Piscataqua River. In addition to trails to view the flowers, the park contains four historic buildings, and is often the home of juried art shows and performance art performances.        
    
    
        32.1 Miles 
    
    
        
        
            Explore the history of Portsmouth, New Hampshire, from the 1600s to 1954, at the Strawberry Banke Museum. The 10-acre outdoor museum with costumed interpreters offers 42 historic buildings on their original foundations.        
    
    
        32.1 Miles 
    
    
        
        
            Automobile enthusiasts flock to the Larz Anderson Park in Brookline, Massachusetts, the largest automotive museum in the United States. The museum displays dozens of vintage automobiles and frequently hosts antique car shows and other enjoyable public events.