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Oak Bluffs is what comes to mind when most people think of Martha’s Vineyard! This beautiful town is perhaps the most famous place in Martha’s Vineyard, home to the world-famous Victorian architecture, a historic carousel, and beautiful beaches.
I absolutely loved Oak Bluffs and I think that if you want to be based in a town on your trip to Martha’s Vineyard, Oak Bluffs is a fantastic choice.
Oak Bluffs is one of the three major towns in the more populated “down-island” part of Martha’s Vineyard (the other two are Vineyard Haven and Edgartown). The town is known for its vibrant and welcoming atmosphere, stunning views, and welcoming residents.
The town has a rich history, dating back to the 1800s when it was a popular summer destination for Methodist camp meetings, and later for wealthy Black Americans.
Today, Oak Bluffs is arguably the most popular destination on Martha’s Vineyard, thanks to the town’s many unique qualities and its relaxed and friendly vibe. Visitors are often greeted with a smile and a wave. The town is also home to a diverse population, with people from all walks of life coming together to enjoy the island lifestyle.
Another thing that makes Oak Bluffs shine is several stunning beaches, such as Inkwell Beach and Joseph Sylvia State Beach. Then there are the colorful gingerbread cottages, which are a type of Victorian architecture that is unique to Martha’s Vineyard.
The town is also home to the Flying Horses Carousel, which is a National Historic Landmark and is one of the oldest operating carousels in the United States.
Let’s take a look at the best things to do in Oak Bluffs MA! You’re going to love it here.
(Planning a trip to Martha’s Vineyard? Be sure to check out my guide to the towns of Martha’s Vineyard, as well as profiles on the towns of Edgartown and Vineyard Haven!)
This post was published in October 2023.
Things To Do in Oak Bluffs, Massachusetts
Explore Oak Bluffs on Foot or by Bike
Oak Bluffs is perfect for exploring on your own. I recommend starting your day with a walk down Circuit Avenue. This is the main street in Oak Bluffs, lined with shops, restaurants, and art galleries. You can easily spend a couple of full afternoons browsing the small businesses!
If you want to learn more about Oak Bluffs, how about trying an audio tour on your own?…
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