- 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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        24.4 Miles 
    
    
        
            
        
                                    77%
                74 votes
                            
			
            
                
                Lower College Pond Road, Plymouth, MA 02366
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            Serving as the largest publicly owned recreation area in southeastern Massachusetts, the Myles Standish State Forest provides many outdoor activities. Guests can enjoy fishing, canoeing, hiking, horseback riding, picnicking, and cross country skiing in the winter.        
    
    
        24.5 Miles 
    
    
        
            
        
                                    60%
                5 votes
                            
			
            
                
                210 Station Ave, Dennis-Yarmouth High Schoo, South Yarmouth, MA 02664
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            Part of the Dennis-Yarmouth Regional High School campus, the Werner Schmidt Observatory is an observatory featuring a 12.5-foot Ash Dome, a Meade LX200 GPS telescope, an SBIG ST-8XE CCD camera, and two 8-inch telescopes.        
    
    
        25.0 Miles 
    
    
        
        
            Popular recently released movies are shown at Flagship Cinema. Films are presented in 3D when available, and birthday party events can be arranged for a certain movie showing with a free ticket being given to individuals on their birthday.        
    
    
        25.2 Miles 
    
    
        
        
            Enjoy all sorts of musical performances at the Cape Cod Symphony Orchestra. Performances include holiday music, movie soundtracks, thematic performances, and classics such as Mozart and Beethoven for the classic enthusiasts.        
    
    
        25.8 Miles 
    
    
        
            
        
                                    86%
                7 votes
                            
			
            
                
                Old Main Street and Trotting Park, Dennis, MA 
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            An historic home in West Dennis, Jericho House and Barn Museum features an eclectic collection of artifacts and memorabilia. This includes antiques such as furnishings, tools and glassware, along with paintings and other artwork.        
    
    
        26.0 Miles 
    
    
        
        
            Chapin Memorial Beach features white sands and miles of walking areas. The beach features scenic tide pools at low tide, and is ideal for swimming and wind surfing. There are portable rest rooms available.        
    
    
        26.1 Miles 
    
    
        
        
            Enjoy the tidal river that is Swan Pond River with its breath-taking views. Visitors love to bird watch, walk along many nature paths, or try their hand at kayaking, canoeing, and other boating.        
    
    
        26.1 Miles 
    
    
        
        
            Built in the 1950's, Susan's Garden Mini Golf offers 18 holes of mini-golf on a classic style course. An onsite butterfly garden surrounds the holes, and special group events are held throughout the year.        
    
    
        26.1 Miles 
    
    
        
            
        
                                    80%
                5 votes
                            
			
            
                
                16 Main Street, Dennis Port, MA 02639
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            Cape Cod Waterways Boat Rental & Sales offers four different boat models for rent including electric powered paddleboats, kayaks, stand-up paddle board and canoes. Patrons can also receive assistance boarding and docking boats before heading out on the water.        
    
    
        26.6 Miles 
    
    
        
        
            Mayflower Beach is a large beach on Cape Cod that is extremely popular with families. The charming boardwalk and low tides with shallow pools, makes the area fun for exploring.