TOP 30 Best Massachusetts travel in Oak Bluffs, Massachusetts

The Steamship Authority Oak Bluffs Terminal is a parking facility located at 1 Seaview Avenue in Oak Bluffs, Massachusetts, United States. This terminal provides convenient parking for passengers traveling to and from Martha's Vineyard via the Steamship Authority ferry service. With easy access to the ferry terminal, visitors can leave their vehicles in a secure location while they enjoy their time on the island. The parking facility offers ample space for cars, trucks, and motorcycles, making it a convenient choice for travelers looking to explore Martha's Vineyard.

Inn 38 Oak Bluff Circle is a charming and cozy lodging establishment located at 38 Oak Bluff Circle in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near popular attractions and scenic landmarks, guests can easily explore all that Plymouth has to offer. Whether you're visiting for business or pleasure, Inn 38 Oak Bluff Circle provides a peaceful retreat for a memorable stay.

Plan Sea Adventure Charters, located at 53 Dock Street in Edgartown, Massachusetts, is the premier boat tour and rental company in Martha’s Vineyard and Cape Cod. Offering a variety of private cruise packages for groups of up to 18 passengers, our boat tours are perfect for family outings, bachelorette parties, team building events, and more. Our experienced Captains, with U.S. Coast Guard Masters Licenses, ensure a safe and enjoyable experience as you cruise along the beautiful shoreline of Woods Hole and Oak Bluffs. With indoor and outdoor heated seating, a bathroom, and a wet bar on board, our classic New England motor vessels provide a luxurious and comfortable ride for all guests.

The Attleboro House is a charming lodging establishment located at 42 Lake Avenue in Oak Bluffs, Massachusetts, United States. This quaint and cozy inn offers comfortable accommodations for guests looking to relax and unwind in the picturesque surroundings of Martha's Vineyard. With its convenient location near the waterfront and local attractions, The Attleboro House is the perfect choice for a peaceful and enjoyable getaway. Whether you're seeking a romantic retreat or a family vacation, this welcoming institution provides a warm and inviting atmosphere for all guests to enjoy.

Pirate Adventures Martha's Vineyard is a thrilling tourist attraction and travel agency located at 12 Circuit Avenue Extension in Oak Bluffs, Massachusetts, United States. Embark on a swashbuckling adventure as you set sail on a pirate ship and explore the beautiful waters surrounding Martha's Vineyard. With interactive storytelling, treasure hunts, and exciting activities, visitors of all ages will be captivated by the excitement of life on the high seas. Book your voyage today and create unforgettable memories with Pirate Adventures Martha's Vineyard. Arrr matey!

Island Spirit Kayak is a premier travel agency located on Edgartown Oak Bluffs Road in Oak Bluffs, Massachusetts. Specializing in guided kayak tours, they offer a unique and unforgettable way to explore the stunning coastal landscapes of Martha's Vineyard. With experienced guides, top-of-the-line equipment, and a commitment to safety and sustainability, Island Spirit Kayak ensures an enriching and eco-conscious adventure for all levels of paddlers. Whether you're seeking a peaceful sunset paddle or a thrilling wildlife encounter, Island Spirit Kayak is dedicated to providing a memorable and transformative experience on the water.

Madison Inn is a charming lodging option located at 18 Kennebec Avenue in Oak Bluffs, Massachusetts. This quaint inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on Martha's Vineyard. With its convenient location and cozy rooms, Madison Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of this picturesque seaside town. Enjoy a comfortable stay at Madison Inn and experience the beauty and charm of Oak Bluffs, Massachusetts.

The Dockside Inn is a charming and cozy lodging located at 9 Circuit Avenue Extension in Oak Bluffs, Massachusetts. Situated in the heart of this picturesque seaside town, the inn offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy easy access to the nearby shops, restaurants, and attractions, as well as stunning views of the harbor. Whether you're looking for a relaxing getaway or a fun-filled vacation, The Dockside Inn is the perfect place to stay.

Narragansett House is a charming lodging establishment located at 46 Narragansett Avenue in Oak Bluffs, Massachusetts, United States. This cozy inn offers comfortable and well-appointed rooms for guests looking to enjoy a relaxing stay on Martha's Vineyard. The institution's convenient location allows visitors to easily explore the island's attractions, including beaches, shops, and restaurants. With its warm hospitality and inviting atmosphere, Narragansett House is the perfect choice for a peaceful getaway in this picturesque New England town.

The Island Queen is a ferry service located at 75 Falmouth Heights Road in Falmouth, Massachusetts, United States. Traveling to Martha’s Vineyard on the Island Queen is a delightful experience, with easy parking just 200 yards from the dock. You can even bring your bike onboard! The 35-minute ferry ride from Falmouth to Oak Bluffs offers the perfect opportunity to relax and enjoy the journey. Whether you prefer the enclosed lounge or the outside decks, there are plenty of spaces to unwind. Treat yourself to a cup of chowder or a cocktail, and let the friendly crew make you feel right at home.

The Pequot Hotel, located at 19 Pequot Avenue in Oak Bluffs, Massachusetts, is a charming lodging establishment nestled among the historic "Gingerbread" cottages of the area. With a prime location just one block from the beach, four blocks from the ferry, and a short walk to Circuit Avenue, the hotel offers convenience and comfort to its guests. Closed for the winter season, the Pequot Hotel will reopen in early May for the 2024 season, with reservations becoming available starting January 2, 2024. The 32-room hotel features classic cottage décor, decorative lattice porches, and modern amenities such as private baths, air conditioning, and free wifi.

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 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.

The Black Dog General Store on Circuit Ave is a charming and eclectic destination located in Oak Bluffs, Massachusetts. This unique institution offers a wide range of products, including clothing, food, and other merchandise. Visitors can browse through a selection of stylish apparel, delicious snacks, and various household items. With its inviting atmosphere and friendly staff, The Black Dog General Store is a must-visit for both locals and tourists looking for a memorable shopping experience on Circuit Avenue.

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.

Capricorn House is a charming lodging establishment located at 79 Seaview Avenue in Oak Bluffs, Massachusetts. Situated in the picturesque town of Oak Bluffs, this cozy inn offers comfortable accommodations for travelers looking to relax and unwind on Martha's Vineyard. With its convenient location near the beach and other attractions, Capricorn House is the perfect place to stay for a memorable vacation experience. Whether you're visiting for a weekend getaway or an extended stay, you'll feel right at home at Capricorn House.

Anchor Realty of Martha's Vineyard is a premier real estate and travel agency located in the charming town of Oak Bluffs, Massachusetts. Our dedicated team of professionals specializes in helping clients buy, sell, and rent properties on the beautiful island of Martha's Vineyard. Whether you are looking for a vacation rental or a permanent home, we are here to assist you every step of the way. With our extensive knowledge of the local real estate market and our personalized approach to customer service, Anchor Realty is the perfect choice for all your real estate needs on Martha's Vineyard. Visit us at 41 Circuit Avenue to start your journey towards finding your dream property on this picturesque island.

Viewpoints Real Estate Martha's Vineyard is a premier real estate and travel agency located at 79 Beach Road in Tisbury, Massachusetts, United States. Specializing in Martha's Vineyard real estate sales and vacation rentals, our team of experienced agents and brokers are dedicated to providing top-notch service to clients looking to buy, sell, or rent properties on this beautiful island off the coast of New England. Whether you're searching for a primary home, luxury vacation getaway, waterfront property, historic antique, new construction, or vacant land, Viewpoints Real Estate has the expertise to assist you every step of the way. Our knowledge of the island is extensive, covering all towns from Chilmark to Oak Bluffs, ensuring that our clients have access to the most comprehensive information when making real estate decisions.

Built Story MV Self-Guided Tours offers visitors a unique and immersive way to explore the charming town of Oak Bluffs in Massachusetts. Located on Oak Bluffs Avenue, this institution provides a curated experience that allows guests to discover the rich history and culture of the area at their own pace. With a variety of tour options available, visitors can delve into the stories behind the town's historic buildings, landmarks, and attractions. Whether you're a history buff or simply looking to soak in the local atmosphere, Built Story MV Self-Guided Tours is the perfect way to experience all that Oak Bluffs has to offer.

Vineyard Scuba is a renowned institution located in Oak Bluffs, Massachusetts, United States. As both a school and a store, Vineyard Scuba offers a wide range of scuba diving courses and equipment for enthusiasts of all levels. Our experienced instructors provide top-notch training in a safe and supportive environment, ensuring students develop the skills and confidence needed to explore the underwater world. Whether you're a beginner looking to get certified or an experienced diver in need of new gear, Vineyard Scuba has everything you need to make your underwater adventures unforgettable. Visit us at 110 South Circuit Avenue and start your scuba journey today!

Martha's Style Company is a clothing store located at 40 Circuit Avenue in Oak Bluffs, Massachusetts, United States. Specializing in unique and exclusive designs from the US and various countries in Latin America, Martha's Style offers a wide selection of fashionable clothing and accessories for men and women. Whether you're looking for a trendy outfit for a night out or a casual ensemble for everyday wear, Martha's Style Company has something for everyone. Visit us today and discover the latest in fashion trends from around the world.

Martha's Vineyard Island Home Realty is a premier real estate agency located at 97 Circuit Avenue in Oak Bluffs, Massachusetts. Specializing in properties on beautiful Martha's Vineyard, our team of experienced agents is dedicated to helping clients find their dream island home. Whether you're looking for a cozy cottage, a waterfront estate, or a charming vacation rental, we have the expertise to guide you through the buying or selling process. Trust Martha's Vineyard Island Home Realty to make your island living dreams a reality.

The Tivoli Inn, located at 125 Circuit Avenue in Oak Bluffs, Massachusetts, is a charming gingerbread house that offers clean and friendly lodging. Situated within walking distance to numerous restaurants, shops, nightlife, beaches, hiking trails, public transportation, and seasonal ferry terminals, the inn is in a prime location for visitors to explore the area. With reasonable rates, the Tivoli Inn provides a comfortable and convenient stay for guests looking to experience the beauty and attractions of Martha's Vineyard.

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.

Sea Glen Road is a bustling transit station located in the picturesque town of Oak Bluffs, Massachusetts, United States. Situated in a convenient location, this institution serves as a hub for commuters and travelers looking to navigate the charming coastal town and beyond. With easy access to public transportation options and a variety of amenities nearby, Sea Glen Road is the perfect starting point for exploring all that Oak Bluffs has to offer. Whether you're heading to the beach, catching a ferry, or simply enjoying the scenic views, this transit station is a convenient and essential stop for all your transportation needs.

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.

Coblyn Realty: Martha's Vineyard is a premier real estate and travel agency located at 5 Peter Williamson Boulevard in Oak Bluffs, Massachusetts. Specializing in luxury properties and vacation rentals on the beautiful island of Martha's Vineyard, our experienced team is dedicated to providing exceptional service to both buyers and sellers. Whether you are looking to invest in a waterfront property or plan your dream vacation, Coblyn Realty is here to help you every step of the way. Contact us today to discover the perfect property or vacation rental for you on Martha's Vineyard.

The Flying Seahorse offers charming summer cottage rentals in the picturesque town of Oak Bluffs, Massachusetts. Nestled at 8 Pennacook Avenue, our real estate and travel agency specializes in providing cozy accommodations for your summer getaway. With a prime location near the beach and local attractions, our cottages are perfect for families, couples, and solo travelers looking to relax and unwind. Book your stay with The Flying Seahorse for a memorable summer retreat on Martha's Vineyard.

Solera is a reputable institution located at 12 Canonicus Avenue in Oak Bluffs, Massachusetts. As a real estate agency, Solera specializes in helping clients buy, sell, and rent properties in the beautiful area of Oak Bluffs and beyond. Additionally, Solera also operates as a travel agency, offering personalized travel planning services to create unforgettable vacation experiences. With a team of experienced professionals and a commitment to excellence, Solera is dedicated to providing top-notch service to all clients.