- 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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35.4 Miles
The Crosby Mansion takes visitors back in time to a period of elegance and sophistication. The mansion has views of the Cape Cod Bay from its 60 foot viewing tower, and has features such as marble sinks and floors in the bathrooms, 15 fireplaces, and many other luxuries.
35.4 Miles
Chatham, Massachusetts is home to the Chatham Pier & Fish Market. The market sells some of the freshest seafood in the world. Customers may purchase raw fish, shellfish and a bevy of sushi and other prepared foods.
35.4 Miles
114 Water Street, Plymouth, MA 02360
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Wines at Plymouth Bay Winery are produced by locally-grown grapes and berries. The winery specializes in pairing recommendations. Tastings are available daily, and the wine bar can be booked for private tastings.
35.4 Miles
120 Water Street, Plymouth, MA 02360
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The Plymouth Night Tour offers thrills and chills on this nightly adventure that takes visitors on a hunt for paranormal happenings. The
35.4 Miles
Chatham Lighthouse Beach is a natural beach where seals play in the surf and the lighthouse rises majestically from the sand. Walking, biking and amazing views are commonplace on this expansive area of sand.
35.4 Miles
A family owned and operated business, Buckley Family Archery, LLC is an archery shop and range that offers 14 shooting lanes with Bulldog Targets. The business also hosts tournaments, offers archery lessons, and repairs equipment.
35.4 Miles
A revolutionary war redoubt, Fort Batron features an observation tower on which visitors can view the surrounding landscape. Attractions also include three miles of nature trails, with trail guides available at the nearby town hall.
35.4 Miles
Dating as far back as the Revolutionary War, Fort Barton is a historic park site named after Colonel William Barton of Rhode Island. Visitors to Fort Barton hike through the local trails and recall the history of the Revolutionary War.
35.5 Miles
Captain John Boats is a local company which specializes in whale sightseeing tours of Cape Cod where visitors can catch glimpses of a variety of whales including Minke and Humpbacks as well as dolphins. They also offer deep sea fishing trips and private charters.
35.5 Miles
89%
363 votes
Allerton Street, Plymouth, MA 02360
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National Monument to the Forefathers, formerly called the Pilgrim Monument, is the third tallest statue in the country and supposedly, the world's largest solid granite structure. It was built in 1889 in memory of the first settlers here who were called Pilgrims or Forefathers.