- Our list of the best things to do in Oak Bluffs, Massachusetts, features the top 233 nearby activities — including 102 great attractions with user approval ratings of 90% or more!
- Oak Bluffs, MA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Water Activities.
- The results below include the top 25 things to do within the city of Oak Bluffs, MA , followed by 207 popular activities in nearby cities, including Edgartown, Hyannis, Barnstable, New Bedford, Sandwich, Vineyard Haven, Woods Hole, South Yarmouth, Mashpee, Wareham, West Yarmouth, Dartmouth, Chilmark, West Tisbury, Plymouth, Gay Head and Menemsha
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        22.6 Miles 
    
    
        
        
            Located in downtown New Bedford, Travessia Urban Winery makes wine with primarily Massachusetts-grown grapes. The winery, first opened in 2008, is open Wednesday through Sunday. Tastings are available, and the Travessia Wine Club is free to join.        
    
    
        22.9 Miles 
    
    
        
        
            Wine connoisseurs will have a hay day at Coastal Vineyard where they can see wine in the making in wood barrels or steel tanks. Wine releases take place in the exclusive wine tasting room and tours of the vineyard are given year round.        
    
    
        22.9 Miles 
    
    
        
            
        
                                    83%
                6 votes
                            
			
            
                
                220 South Street, South Yarmouth, MA 02664
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            Visitors can have a day at the beach or a walk on the pier at Bass River Beach & Boat Launch - Smuggler's Beach. In addition to benches, there is a concession stand that sells snacks.        
    
    
        23.0 Miles 
    
    
        
        
            Skull Island Sports World offers a little something for everyone. Hit a few balls at the batting cages or driving range, or take a few laps around the track in a go kart. A game arcade is also available.        
    
    
        23.0 Miles 
    
    
        
        
            An adventure golf and sports complex, Cape Cod's Skull Island offers an array of sports activities. Amenities include an extensive pirate-themed miniature golf course, batting cages, go kart tracks, a driving range, and a game arcade.        
    
    
        23.1 Miles 
    
    
        
            
        
                                    94%
                47 votes
                            
			
            
                
                345 Bone Hill Road, Barnstable, MA 02637
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            Barnstable's Long Pasture Wildlife Sanctuary is an important conservation initiative based in Massachusetts. This waterfront sanctuary welcomes visitors and school groups, and is particularly popular among birding enthusiasts. It is most famous for its osprey population.        
    
    
        23.1 Miles 
    
    
        
            
			
        
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            The new Bedford Museum of Glass
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                61 Wamsutta St, New Bedford, MA 
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            The New Bedford Museum of Glass celebrates the beauty and history of glass within this seaport town. The collection continues to grow and includes art glass made by the famous Mount Washington and Pairpont factories.        
    
    
        23.2 Miles 
    
    
        
        
            Scenic Demarest Lloyd State Park is a 1800-foot, salt-water beach. The calm surf in this area is safe for families with children and allows visitors to observe ospreys, terns, hawks and egrets.        
    
    
        23.4 Miles 
    
    
        
        
            An indoor family entertainment center, Ryan Family Amusements offers a variety of attractions. It features bowling lanes, extensive video and redemption game arcades, and party rooms that can accommodate groups of various sizes.        
    
    
        23.5 Miles 
    
    
        
        
            New Bedford, Massachusetts is home to the Buttonwood Park Zoo, a mid-size zoo with 250 resident animals and 30 habitats. Most of the zoo's animals are native to North America and include bison, bighorn sheep, eagles, bears, seals, sea lions and mountain lions.