Oak Bluffs MassachusettsATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Oak Bluffs, Massachusetts.



1. Martha's Vineyard Camp Meeting Association (MVCMA) Gingerbread Cottages

HISTORIC COLORFUL COTTAGES


Martha's Vineyard Camp Meeting Association is famed for its cluster of whimsical 'Gingerbread Cottages,' brightly painted homes that date back to the 19th century. Visitors can stroll the pedestrian lanes to admire these distinctive Victorian structures and experience the unique, storybook atmosphere. The cottages are an iconic representation of Oak Bluffs' architectural and cultural heritage.


2. Inkwell Beach

HISTORIC, FAMILY-FRIENDLY BEACH


Inkwell Beach draws visitors with its gentle waves, central location near the ferry terminal, and significant role in African American history. The beach is popular for morning swims and is known for a lively, inclusive atmosphere. Its legacy as a cherished summer spot for diverse communities adds to its charm.


3. Ocean Park

VICTORIAN PARK AND GREENSPACE


Ocean Park is a picturesque open space framed by stately Victorian homes, offering sweeping ocean views and manicured lawns. The park is a favorite spot for picnics, kite flying, and summer concerts. Its central location makes it a perfect place to relax and soak in the Oak Bluffs atmosphere.


4. Flying Horses Carousel

AMERICA'S OLDEST CAROUSEL


Flying Horses Carousel, built in 1876, is the oldest operating platform carousel in the United States and features beautifully hand-carved horses. Visitors of all ages enjoy trying to catch the brass ring as they ride, in hopes of winning a free spin. The carousel's nostalgic ambiance and historic Wurlitzer organ music make it a must-see Oak Bluffs treasure.


5. Circuit Avenue

LIVELY SHOPPING STREET


Circuit Avenue serves as the bustling main street of Oak Bluffs, lined with an eclectic mix of boutiques, eateries, candy shops, and galleries. It's the heart of the town's social scene, perfect for strolling, shopping, and people-watching. Both locals and visitors find Circuit Avenue to be the hub of daily activity in Oak Bluffs.



6. Joseph Sylvia State Beach

SCENIC FAMILY BEACH


Joseph Sylvia State Beach stretches between Oak Bluffs and Edgartown, known for its calm waters and wide sandy shoreline. The beach is popular for swimming, sunbathing, and picturesque views of Nantucket Sound. Its proximity to the famed 'Jaws Bridge' also makes it a fun spot for adventurous visitors.


7. East Chop Lighthouse

HISTORIC COASTAL LIGHTHOUSE


East Chop Lighthouse stands on a bluff overlooking Vineyard Sound, offering panoramic vistas and a glimpse into local maritime history. The lighthouse, active since the late 1800s, is occasionally open for climbing during the summer. It's a favorite stop for photographers and those seeking classic Vineyard scenery.


8. Oak Bluffs Town Beach

CENTRAL SANDY STRAND


Oak Bluffs Town Beach is easily accessible from downtown, making it a convenient option for families seeking sun and sea without leaving town. The beach offers gentle waters and soft sand, perfect for swimming and beach games. Its location near eateries and shops allows for effortless transitions between beach time and town exploring.


9. Mocha Mott's

BELOVED LOCAL COFFEEHOUSE


Mocha Mott's is a popular café known for its organic, fair-trade coffee, fresh pastries, and welcoming atmosphere. Centrally located on Circuit Avenue, it's a go-to spot for both locals and tourists to start their day or take a midday break. The eclectic décor and lively ambiance make it a quintessential Oak Bluffs experience.


10. Mariposa Museum

CULTURAL HISTORY EXHIBITS


Mariposa Museum features diverse exhibits exploring the history and cultures of Martha's Vineyard, with special attention to the local Black community and the Wampanoag tribe. The museum offers interactive displays, rotating art galleries, and a replica 19th-century cottage. It's an educational and enriching stop for all ages interested in the island's multicultural heritage.



11. Oak Bluffs Harbor

BUSTLING MARINA HUB


Oak Bluffs Harbor is the lively heart of the island's boating scene, with rows of docked sailboats and fishing vessels. The harbor area is lined with seafood shacks, restaurants, and waterfront bars, making it a favorite for al fresco dining and sunset views. It's the ideal place to savor fresh seafood and watch the comings and goings of the marina.


12. Farm Neck Golf Club

RENOWNED SCENIC GOLF COURSE


Farm Neck Golf Club is a premier public golf course celebrated for its lush fairways and dramatic island views. The course has hosted presidents and celebrities, adding to its allure for golfers of all skill levels. Its on-site café and pro shop also appeal to both players and casual visitors.


13. Offshore Ale Company

BREWPUB WITH LOCAL FLAVOR


Offshore Ale Company is Oak Bluffs' celebrated brewpub, famous for its handcrafted beers and hearty pub fare. The rustic, lively atmosphere and free peanuts make it a favorite gathering spot among locals and visitors. The eatery also features live music and is known for its welcoming staff.


14. Mad Martha's Ice Cream

ISLAND ICE CREAM STAPLE


Mad Martha's Ice Cream is a beloved local chain offering homemade, small-batch ice cream in creative flavors. Its Oak Bluffs location draws crowds for cones, sundaes, and classic summer treats. The cheerful shop is a great stop for families and anyone with a sweet tooth.


15. Edgartown Lighthouse

ICONIC HARBOR LANDMARK


Edgartown Lighthouse, located just a short drive from Oak Bluffs, stands at the entrance to Edgartown Harbor and is a symbol of the island's maritime history. Visitors can walk out to the lighthouse for stunning harbor views and explore the nearby beach. The site is a favorite for photographers and those interested in Martha's Vineyard's nautical past.