TOP Massachusetts family destinations in Oak Bluffs, Massachusetts

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.

All Star Martha's Vineyard Bike Rentals is your go-to destination for all your biking needs on the beautiful island of Martha's Vineyard. Conveniently located at 5 Oak Bluffs Avenue in Oak Bluffs, Massachusetts, our store offers a wide selection of high-quality bicycles for rent. Whether you're looking to explore the scenic trails or cruise along the picturesque coastline, we have the perfect bike for you. Our friendly and knowledgeable staff are here to help you choose the right bike and provide any assistance you may need. So come visit us at All Star Martha's Vineyard Bike Rentals and start your biking adventure today!

Winston's Kitchen is a charming restaurant located at 1 East Chop Drive in Oak Bluffs, Massachusetts. This cozy eatery offers a warm and inviting atmosphere where guests can enjoy delicious and freshly prepared meals. With a focus on traditional American cuisine, Winston's Kitchen serves up a variety of comfort food dishes that are sure to satisfy any craving. Whether you're in the mood for a hearty breakfast, a light lunch, or a hearty dinner, this restaurant has something for everyone. Come visit Winston's Kitchen and experience a taste of home-cooked goodness in a welcoming setting.

Ocean Park is a picturesque and popular tourist attraction located at 2 Seaview Avenue in Oak Bluffs, Massachusetts, United States. This charming park offers stunning views of the Atlantic Ocean and features lush greenery, walking paths, and a gazebo perfect for relaxing and enjoying the ocean breeze. Visitors can also enjoy picnics, sunbathing, and various events and performances held at the park throughout the year. Whether you're looking for a peaceful retreat or a fun day out with family and friends, Ocean Park is the perfect destination for nature lovers and outdoor enthusiasts alike.

The YMCA of Martha's Vineyard Ice Arena is a popular tourist attraction located at 91 Edgartown Road in Oak Bluffs, Massachusetts, United States. This state-of-the-art facility offers visitors of all ages the opportunity to enjoy ice skating in a fun and safe environment. Whether you're a beginner or an experienced skater, the YMCA of Martha's Vineyard Ice Arena has something for everyone. Come and experience the thrill of gliding across the ice at this iconic destination on Martha's Vineyard.

Martha's Vineyard Camp Meeting Association is a historic tourist attraction located at 80 Trinity Park in Oak Bluffs, Massachusetts, United States. Founded in 1835, this charming community features colorful gingerbread cottages, a picturesque tabernacle, and beautiful gardens, making it a popular destination for visitors looking to experience a piece of New England's past. Explore the quaint streets lined with unique cottages, attend a summer concert or event at the tabernacle, or simply relax and enjoy the peaceful atmosphere of this enchanting retreat. Whether you're interested in history, architecture, or simply taking in the scenic beauty of Martha's Vineyard, a visit to the Martha's Vineyard Camp Meeting Association is sure to delight and inspire.

Martha's Vineyard Resort is a charming lodging destination located at 117 New York Avenue in Oak Bluffs, Massachusetts, United States. Nestled in the heart of the picturesque Martha's Vineyard, this resort offers a tranquil and relaxing atmosphere for guests to unwind and enjoy a peaceful getaway. With comfortable accommodations, top-notch amenities, and impeccable service, Martha's Vineyard Resort is the perfect choice for travelers looking for a memorable stay on this beautiful island. Whether you're seeking a romantic retreat, a family vacation, or a weekend escape with friends, this resort has everything you need to make your stay unforgettable.

The Barn Bowl & Bistro is a charming restaurant located at 13 Uncas Avenue in Oak Bluffs, Massachusetts. This unique establishment offers a fun and relaxed atmosphere where guests can enjoy delicious food and drinks while bowling on their state-of-the-art lanes. Whether you're looking for a casual meal with friends or a night out with family, The Barn Bowl & Bistro has something for everyone. Come experience the perfect blend of dining and entertainment at this one-of-a-kind venue in the heart of Oak Bluffs.

Island Alpaca Company is a charming tourist attraction located at 1 Head of the Pond Road in Oak Bluffs, Massachusetts. Visitors can experience the beauty and serenity of the island while interacting with adorable and friendly alpacas. This family-owned farm offers guided tours, educational workshops, and a gift shop where guests can purchase alpaca wool products. Whether you're an animal lover or just looking for a unique experience, Island Alpaca Company is a must-visit destination on Martha's Vineyard.

Niantic Park is a charming and picturesque park located at 35 Wamsutta Avenue in Oak Bluffs, Massachusetts. This popular tourist attraction offers a serene and peaceful escape from the hustle and bustle of everyday life. Visitors can enjoy leisurely strolls through lush greenery, relax by the tranquil pond, or have a picnic in the designated areas. The park also features a playground for children, making it a great destination for families. With its beautiful surroundings and welcoming atmosphere, Niantic Park is a must-visit destination for anyone looking to unwind and connect with nature.

Inkwell Beach, located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, is a picturesque natural feature that offers visitors a serene and beautiful setting for relaxation and recreation. This sandy beach is known for its clear waters, gentle waves, and stunning views of the Atlantic Ocean. Whether you're looking to sunbathe, swim, or simply take a leisurely stroll along the shore, Inkwell Beach is the perfect destination for a day of fun in the sun. With its convenient location and tranquil atmosphere, this beach is a popular spot for locals and tourists alike to unwind and enjoy the beauty of the Massachusetts coastline.

Eastville Point Beach is a stunning tourist attraction located at 351 Beach Road in Oak Bluffs, Massachusetts, United States. This picturesque beach offers visitors a peaceful and serene escape from the hustle and bustle of everyday life. With its soft sand, gentle waves, and beautiful views of the ocean, Eastville Point Beach is the perfect spot for a relaxing day by the water. Whether you're looking to swim, sunbathe, or simply take a leisurely stroll along the shore, this beach has something for everyone. Come and experience the beauty of Eastville Point Beach for yourself.

The East Chop Lighthouse is a historic landmark located at 229 East Chop Drive in Oak Bluffs, Massachusetts, United States. This picturesque lighthouse is a popular tourist attraction, offering visitors stunning views of the surrounding area and the opportunity to learn about its rich maritime history. The East Chop Lighthouse is a must-visit destination for anyone looking to experience the charm and beauty of Martha's Vineyard.

Carousel Ice Cream Factory is a charming food store located at 15 Circuit Avenue in Oak Bluffs, Massachusetts. Step inside and be transported to a whimsical world of delicious frozen treats. From classic flavors like vanilla and chocolate to unique creations like salted caramel swirl and mint chip, there's something for every ice cream lover. Watch as the skilled staff churns out fresh batches of ice cream daily, using only the finest ingredients. Whether you're looking to cool off on a hot summer day or satisfy your sweet tooth, Carousel Ice Cream Factory is the perfect destination for a tasty treat. Come visit us today and experience the magic of our handcrafted ice cream!

Summercamp is a charming lodging institution located at 70 Lake Avenue in Oak Bluffs, Massachusetts, United States. This unique establishment offers a fun and relaxing atmosphere perfect for those looking to escape the hustle and bustle of everyday life. With comfortable accommodations and a range of exciting activities, Summercamp is the ideal destination for a memorable summer getaway. Whether you're looking to unwind by the lake, explore the local shops and restaurants, or participate in organized events and excursions, Summercamp has something for everyone. Come experience the magic of summer at this one-of-a-kind institution.

Linda Jean's Restaurant is a charming eatery located at 25 Circuit Avenue in Oak Bluffs, Massachusetts. Known for its cozy atmosphere and delicious comfort food, this restaurant offers a wide range of dishes to satisfy every palate. Whether you're in the mood for a hearty breakfast, a satisfying lunch, or a mouthwatering dinner, Linda Jean's has you covered. Their friendly staff and welcoming ambiance make it the perfect spot to enjoy a meal with family and friends. Come visit Linda Jean's Restaurant and experience the taste of home-cooked goodness in the heart of Oak Bluffs.

Coop de Ville is a lively bar and restaurant located in Oak Bluffs, Massachusetts, United States. Situated at 12 Circuit Avenue Extension, this popular establishment offers a cozy and welcoming atmosphere where guests can enjoy delicious food and drinks. Known for its fresh seafood and casual dining experience, Coop de Ville is a favorite spot for locals and tourists alike. Whether you're looking for a relaxing meal with friends or a fun night out, Coop de Ville has something for everyone. Come visit us and see why we're a must-visit destination on Martha's Vineyard.

HomeGrown Tours is a premier travel agency located at 1 Seaview Avenue in Oak Bluffs, Massachusetts, United States. We specialize in providing personalized and unique travel experiences for our clients, showcasing the best that the local area has to offer. Our team of experienced travel experts are dedicated to creating unforgettable vacations, whether you're looking for a relaxing beach getaway, a cultural exploration, or an adventure-filled excursion. Let HomeGrown Tours help you plan your next dream vacation and make memories that will last a lifetime.

The Island Inn on Martha's Vineyard by Vacasa is a charming vacation destination located at 30 Island Inn Road in Oak Bluffs, Massachusetts, United States. This condominium resort sits on five acres of beautiful land and is open year-round, offering a perfect New England getaway. The Island Inn on Martha's Vineyard offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy retreat for two or a spacious home for the whole family, there is something for everyone. The property boasts 51 vacation rentals with internet access, allowing guests to stay connected during their stay.

Martha's Vineyard Real Estate, located at 63 Winter Street in Edgartown, Massachusetts, is a reputable real estate agency with a rich history dating back to 1972. Originally a peaceful retreat for families to escape to, Martha's Vineyard has since evolved into a bustling community with diverse real estate transactions. Despite the changes over the years, Martha's Vineyard Real Estate still prides itself on building personal connections with clients that last long after the transaction is complete. The agency's agents have a strong working knowledge of the island's real estate market and are committed to providing individual attention to each client.

Pretty Doggie is a premier dog grooming and daycare facility located at 68 Front Street in Oak Bluffs, Massachusetts. Our experienced and caring staff are dedicated to providing top-notch grooming services to keep your furry friend looking and feeling their best. Our daycare services offer a safe and fun environment for your dog to socialize and play while you're away. At Pretty Doggie, we treat every pup like family and strive to make their experience with us enjoyable and stress-free. Visit us today and see why we are the go-to destination for all your dog grooming and daycare needs in Oak Bluffs.

Murdick's Fudge is a beloved institution located at 21 North Water Street in Edgartown, Massachusetts. With additional locations in Oak Bluffs and Vineyard Haven, this iconic fudge shop has been serving up delicious treats for decades. Their famous fudge is made using a traditional family recipe, ensuring a rich and creamy taste with every bite. In addition to their fudge shops, Murdick's also offers a cozy café in Edgartown where visitors can enjoy a variety of sweet treats and beverages. Whether you're a local or just passing through, a visit to Murdick's Fudge is a must for anyone with a sweet tooth. Visit their website at http://murdicks.com/fudge for more information.

The Overton House is a historic landmark and popular tourist attraction located on Narragansett Avenue in Oak Bluffs, Massachusetts, United States. This beautiful and well-preserved house offers visitors a glimpse into the past with its unique architecture and rich history. Explore the grounds and learn about the fascinating stories behind this iconic building, making it a must-see destination for history enthusiasts and tourists alike.

Your Taxi is a reliable and efficient transportation service located at 24 Kennebec Avenue in Oak Bluffs, Massachusetts. We offer convenient and safe taxi services to residents and visitors in the area. Our professional drivers are dedicated to providing top-notch customer service and ensuring a comfortable ride to your destination. Whether you need a quick ride to the airport, a night out on the town, or just a lift to your next destination, Your Taxi is here to help. Contact us today to book your next ride with us!

The Beachfront Inn on Martha's Vineyard is a charming lodging establishment located at 65 Seaview Avenue in Oak Bluffs, Massachusetts. Situated right on the beach, guests can enjoy stunning views of the ocean and easy access to the sandy shoreline. The inn offers comfortable accommodations and a warm, welcoming atmosphere for visitors looking to relax and unwind. With its prime location on Martha's Vineyard, guests can explore the island's attractions and enjoy a peaceful retreat by the sea. Whether you're looking for a romantic getaway or a family vacation, the Beachfront Inn is the perfect destination for your stay.

Big Dipper Ice Cream & Cafe is a charming food store located at 23 Lake Avenue in Oak Bluffs, Massachusetts. This beloved institution offers a delectable selection of handcrafted ice cream flavors, as well as a variety of delicious cafe treats. Whether you're in the mood for a classic scoop of vanilla or a specialty sundae, Big Dipper has something to satisfy every sweet tooth. With its cozy atmosphere and friendly staff, this delightful spot is the perfect place to indulge in a tasty treat while enjoying the picturesque surroundings of Oak Bluffs.

Phillips 66 is a trusted gas station located at 27 Lake Avenue in Oak Bluffs, Massachusetts, United States. Known for its high-quality fuels and friendly service, this institution provides a convenient stop for drivers in need of fuel for their vehicles. With a commitment to safety and efficiency, Phillips 66 ensures that customers can fill up their tanks quickly and easily. Whether you're on a road trip or just running errands, Phillips 66 is the perfect pit stop for all your fueling needs.

Martha's Vineyard Properties For Rent is a reputable real estate agency located at 89 East Chop Drive in Oak Bluffs, Massachusetts. Specializing in rental properties on the beautiful Martha's Vineyard island, our agency offers a wide range of options to suit every budget and preference. Whether you are looking for a cozy cottage by the beach or a luxurious estate with stunning views, our team of experienced agents is here to help you find the perfect rental property for your stay on Martha's Vineyard. Contact us today to start your search for the ideal vacation rental on this idyllic island destination.