Location: Oak Bluffs
Top Things to do in Oak Bluffs
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What to do and see in Oak Bluffs, Massachusetts (MA): The Best Things to do Good for a Rainy Day
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. The population was 4,527 at the 2010 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 buildings.
Restaurants in Oak Bluffs
1. Oak Bluffs Public Library
2. Greetings from Martha's Vineyard Tours
Overall Ratings
5.0 based on 70 reviews
Discover the hot-spots & hidden treasures of Martha's Vineyard on our tour through the island’s six towns—each with a unique history and character. We offer personalized, all island tours, which are designed to be informative and fun for new visitors. Have photographs & videos taken along the way for a keepsake you can have for a lifetime. Relax in our luxurious, air conditioned vans. See where celebrities stay. Stand on various sets of Jaws. Discover a village of gingerbread cottages. Shop the island’s first general store and finest galleries of local art. Climb to the top of lighthouses. View the infamous 200 ft. cliffs of Aquinnah. Learn more about the expansive African American History of the island. Request customized tours for your children. Enjoy a picnic in Menemsha to delight in the freshest seafood on the docks overlooking the harbor- top it off with a complimentary bottle of wine...and more! You're guaranteed to develop a deeper understanding of this magical destination.
3. Flying Horses Carousel
Overall Ratings
4.5 based on 387 reviews
Try your luck at catching the brass ring and winning a free ride on the oldest working carousel in the U.S., which has been enchanting children and adults for over a hundred years. The 20 hand-carved horses on this official historic landmark have real horsehair manes and tails.
Reviewed By joettek2015
The kiddos loved trying to get the brass ring all while riding the oldest carousel in the country! Fun experience for all!
4. Cottage Museum
Overall Ratings
4.5 based on 100 reviews
Reviewed By ClickerM
the gingerbread cottage area is really cool. we found out alot about it during the museum visit. the gentleman in the museum was very nice and was able to give us great history. apparently, the area was originally a wesleyan (methodist) community. we are members of the methodist church, so we found that very interesting. alot of the cottages are pretty and the wood work is amazing. enjoy the walk around the cottages...make sure you stop in the museum.
5. Oak Bluffs Land and Wharf Co. Tours
Overall Ratings
4.5 based on 118 reviews
Join us for a 2.5 hour narrated tour of all six towns, including a mid-tour comfort stop at the beautiful and famous Gay Head cliffs and lighthouse. Along the way you will see beautiful and enchanting island vistas, historic homes, scenes from Jaws, and the Gingerbread cottages of Oak Bluffs. Tour price includes admission to the Martha's Vineyard Museum and the Gay Head lighthouse ($17 value.)
6. Ben and Bill's Chocolate Emporium
Overall Ratings
4.5 based on 77 reviews
Reviewed By marki1984 - South Hampton, United States
After being let down by several “homemade” ice cream stands we heard about Ben & Bill’s from a long time summer resident at the beach. He did not steer us wrong! Everyone’s ice creams were delicious and we got a small of the lobster ice cream(real lobster chunks) to try and it was delicious! Definitely in small portions but worth trying!
7. The Barn
Overall Ratings
4.5 based on 16 reviews
Reviewed By espanablue - Palma de Mallorca, Spain
My family during a recent vacation came to The Barn (from the recommendation of others) but didn't have a reservation. It was trivia night and we couldn't be seated in the main dining room because our party was 6. We were about to leave and Joelle told us to wait and eventually seated us in the vip/event room. I assume she did this right before the end of her shift as she was already gone when we finished so we couldn't thank her personally so we came back the next night! Thank you Joelle for finding an alternative place for us to eat. Meg, you were a great server as well.
8. Oak Bluffs Marina
Overall Ratings
4.5 based on 15 reviews
Reviewed By GeeMade
If you have indulged on the vineyard at Oak Bluff most likely you have visited a food favorite and are now in need of a a little stroll to walk off the extra calories. Fear not... your stroll in the Oak Bluffs Marina is just the ticket. Feel the sun and wind on your face and enjoy a beautiful setting. Believe me it will create an Ahhhh moment for you too!
