TOP 30 Entertainment and shopping in Oak Bluffs, Massachusetts

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Located in the heart of Oak Bluffs, Massachusetts, The Arcade is a must-visit destination for anyone looking for a fun-filled gaming experience. With 75 of the hottest games available, there's something for everyone to enjoy. From classic games like Mr. Claw to thrilling VR experiences, our arcade is sure to keep you entertained for hours. Conveniently located just steps away from the ferry and the famous Flying Horses Carousel, The Arcade is the perfect place to stop by during your Vineyard vacation. Grab a cone, do some shopping, and make sure to include some playtime in your day.

Seacoast Properties is a premier real estate agency and travel agency located at 31 North Summer Street in Edgartown, Massachusetts. Specializing in Martha's Vineyard properties, we offer a wide selection of vacation rentals and homes for sale, from charming cottages to luxurious estates. Our experienced agents are experts in the local market and are dedicated to helping you maximize your sales and rental profits. Martha's Vineyard is a unique resort island known for its rich history, arts, music, and culture. With outstanding restaurants, shops, galleries, and beautiful beaches, there is something for everyone to enjoy. Whether you are looking to buy, sell, or rent a property on the island, Seacoast Properties is here to make your Martha's Vineyard dreams a reality.

The Strand Theatre is a historic movie theater located on Oak Bluffs Avenue in Oak Bluffs, Massachusetts. This charming institution offers a nostalgic movie-going experience with its classic architecture and comfortable seating. Movie buffs can enjoy the latest blockbusters and indie films in this cozy venue. The Strand Theatre is a beloved destination for locals and tourists alike, providing entertainment for all ages. Experience the magic of the silver screen at this iconic movie theater in the heart of Oak Bluffs.