Discover the Six Towns of Martha's Vineyard (plus a few villages too...)

Explore the enchanting towns of Martha’s Vineyard! Each town possesses its own distinct character, adding to the island’s vibrant character. Here are a few of the special qualities that make each town a must-visit destination.

  1. Edgartown: Step into the historic streets of Edgartown and be transported to a bygone era. Known for its stately white houses, beautifully manicured gardens, and picturesque harbor, Edgartown exudes classic New England charm. Explore the cobblestone streets, visit art galleries, and indulge in upscale dining and boutique shopping.

  2. Katama: Though technically a part of Edgartown, this charming enclave has its own rural and beachy character. Enjoy the tranquil beauty of Katama Bay, the vast sandy shores of South Beach, and the relaxed ambiance that perfectly blends rural charm with coastal splendor… all right here in Winnetu’s backyard.

  3. Oak Bluffs: Embrace the whimsical atmosphere of Oak Bluffs, where the iconic Gingerbread Cottages create a fairytale-like setting. Enjoy the vibrant colors, intricate details, and the joyful ambiance of this historic community. Don’t miss the lively Oak Bluffs Harbor, with its eclectic collection of shops, restaurants, and the famous Flying Horses Carousel.
  4. Vineyard Haven: Experience the laid-back vibe of Vineyard Haven, the island’s year-round port. This town offers a mix of maritime flair, charming shops, and waterfront dining. Stroll along the Main Street, browse the galleries, and soak in the scenic beauty of Vineyard Haven Harbor.

  5. West Tisbury: Discover the rural charm of West Tisbury, where rolling farmland and picturesque landscapes captivate the senses. Explore the town’s art galleries, farm stands, and the renowned West Tisbury Farmer’s Market. Immerse yourself in the tranquil beauty of this idyllic countryside.

  6. Chilmark: Venture to Chilmark and experience its untouched beauty and serene atmosphere. Known for its pristine beaches, rolling hills, and stone walls, Chilmark offers a peaceful retreat. Explore the Menemsha fishing village, watch the sunset over the ocean, and relish the unspoiled natural wonders.

  7. Aquinnah: Visit Aquinnah and be enchanted by its stunning landscapes and the famous Gay Head Lighthouse. This town showcases dramatic clay cliffs, tranquil beaches, and a rich Native American history. Immerse yourself in the unique cultural heritage and take in the breathtaking vistas.

Martha’s Vineyard’s six towns each hold their own allure, creating a diverse and captivating island experience. From the classic elegance of Edgartown to the whimsy of Oak Bluffs, the tranquility of Chilmark to the rural beauty of West Tisbury, the maritime charm of Vineyard Haven to the natural wonders of Aquinnah, each town invites you to explore its unique character. So, join us at the Winnetu Oceanside Resort and embark on a memorable journey through Martha’s Vineyard, where every town tells its own story.


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