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With a population density of fewer than 50 people per square mile – the lowest on Martha’s Vineyard – Chilmark is truly a place to get away from it all. It’s been the favored vacation spot of President Obama and his family, and it’s easy to see why. It offers sprawling farmland, elegant residences, and wooded and grassland properties bordered by miles of centuries-old stone walls.


Vineyarders and visitors alike travel to Chilmark from all points on the island to experience its winding scenic drives, stunning vistas, and breathtaking sunsets over the small fishing village of Menemsha.

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  • A much-loved Vineyard destination, Menemsha, the compact working fishing village in Chilmark’s western end, offers the freshest seafood around and some of the most spectacular sunsets in all of New England.
  • Chilmark Chocolates makes superb chocolates using the finest ingredients, many of which come from local Vineyard growers. The chocolatier is respected for its products as well as its commitment to employing people with disabilities.
  • From fresh local produce and household items to breakfast burritos and hand-tossed pizzas, the Chilmark General Store is a place that offers nearly everything – including a comfortable porch where friends meet for snacks, coffee, and conversationn.
Menemsha Village
Chilmark Chocolates
Chilmark General Store