TOP 30 Trip planning 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.

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.

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.

Dick's Bait & Tackle is a well-known store located at 108 New York Avenue in Oak Bluffs, Massachusetts. This institution is a go-to destination for fishing enthusiasts looking for top-quality bait, tackle, and gear. With a wide selection of products and knowledgeable staff members, Dick's Bait & Tackle is the perfect place to stock up on everything you need for your next fishing trip. Whether you're a beginner or a seasoned angler, this store has everything you need to make your fishing experience a success. Visit Dick's Bait & Tackle today and gear up for your next fishing adventure!

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.