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  1. Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. The population was 5,341 at the 2020 United States Census . It is one of the island's principal points of arrival for summer tourists, and is noted for its "gingerbread cottages" and other well-preserved mid- to late-nineteenth-century ...

    • 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.
    • Visit the Famous Gingerbread Houses. The Gingerbread Houses, a world-famous collection of colorful Victorian architecture, are unique to Oak Bluffs. Originally, these houses were part of the Methodist campground founded in the 19th century.
    • Flying Horses Carousel. Get back in touch with your inner child on one of the oldest operating carousels in the United States, right here in Oak Bluffs!
    • Visit Inkwell Beach and Joseph Sylvia State Beach. Martha’s Vineyard is home to many great beaches, but you don’t have to leave Oak Bluffs to find a nice stretch of sand.
    • Getting to Oak Bluffs
    • Getting Around Oak Bluffs
    • Staying in Oak Bluffs
    • Things to Do in Oak Bluffs
    • The Beaches of Oak Bluffs, Martha's Vineyard
    • Shopping in Oak Bluffs
    • Dining in Oak Bluffs
    • Nightlife and Entertainment in Oak Bluffs

    From May to October, the surrounding waters of Oak Bluffs see more boat and ferry traffic than any other town. During those months visitors can choose to take a number of seasonal ferries straight into Oak Bluffs harbor including: 1. The Steamship Authority from Woods Hole 2. Hy-Line Cruises from Hyannis and Nantucket 3. The Seastreak Ferry from Ne...

    Oak Bluffs is an especially walkable town so daytrippers need not be worried if they don't have a car to get around. A majority of Oak Bluffs' most popular attractions are all within a mile radius of the Oak Bluffs ferry terminals and walking around Oak Bluffs is an attraction in itself, especially the lively Oak Bluffs harbor during the summer mon...

    Oak Bluffs is home to dozens of hotels and inns along with dozens, possibly hundreds of rental properties. The largest hotel and one of the most centrally located, is the Summercamp Hotel, a whimsical and chic summer-camp inspired property with views of Oak Bluffs harbor. Other accommodations that are an easy walk from the harbor and nearby ferry t...

    Like we said, Oak Bluffs has a lot going on, especially in-season. The best way to enjoy the natural beauty of the town is to take advantage of the many outdoor activities. Take a stroll along Oak Bluffs harbor to see the boats lined up and the busy bars and restaurants spilling into the sidewalk. Don't miss a chance to try a Dirty Banana frozen co...

    Oak Bluffs has some of the most accessible beaches on Martha's Vineyard. All of Oak Bluffs' shoreline is open to the public and much of it is easily accessible on foot from the nearby ferry terminals. It's totally feasible (and worth it!) to hop the boat to spend a day on the beach in Oak Bluffs.

    Many perfect summer days in Oak Bluffs start with the beach, followed by a stroll along Circuit Avenue, shopping the main street's many retail shops. It's the go-to place for your iconic Martha's Vineyard T-shirt and basically any other souvenir you can imagine. From art galleries to clothing stores, hats, and sunglass shops you'll find more than e...

    After an afternoon of shopping in Oak Bluffs you'll have worked up quite the appetite and the town delivers on variety among its dining options. Restaurants in Oak Bluffs offer something for everyone from pizza, to barbeque, to casual bites and fine dining. Along Oak Bluffs harbor you'll have your pick of casual waterfront establishments with seafo...

    Looking to keep the party going while you're in Oak Bluffs? You've come to the right town. Oak Bluffs is one of only two towns that offer late-night options. Bars along the Oak Bluffs harbor and Circuit Avenue are some of the busiest places on-island during those coveted summer nights. For live entertainment head to the Loft above the Martha's Vine...

  2. Until the 1960s, Oak Bluffs was the only town on Martha’s Vineyard that welcomed black tourists. As a result, the town attracted many prominent and affluent African Americans from New York, Boston, and Washington D.C.

  3. Mar 26, 2022 · Oak Bluffs is a small town situated on Martha’s Vineyard in Dukes County of the US State of Massachusetts. The town serves as one of the main arrival points for summer tourists on Martha’s Vineyard Island.

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  4. if you depart port at 9:30 am you will be taken to Oak Bluffs. If you depart at 10:45 you will be taken to Vineyard Haven. They alternate ships and ports all day long. Either entry port is fine to start your day with. Once the ferry docks (at either oak bluffs or Vineyard Haven) you can decide your means of travel and sightseeing.

  5. Things to Do in Oak Bluffs, Massachusetts: See Tripadvisor's 25,355 traveler reviews and photos of Oak Bluffs tourist attractions. Find what to do today, this weekend, or in October. We have reviews of the best places to see in Oak Bluffs.

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