A scenic up-island view at Keith Farm in Chilmark MA.

Chilmark

The rolling hills and stone walls of the up-island town of Chilmark MA, boast some of the island’s most breathtaking views. The scenery of Chilmark includes sheep farms, winding country roads lined with vegetable stands and colorful harbors bustling with boats.

Chilmark is home to the quaint fishing village of Menemsha MA. Menemsha is one of the most photographed spots on the island with its busy harbor port, charming beach and colorful sunsets. Folks will gather each evening on the beach or docks with lobster clambakes from the nearby seafood markets to watch the glorious sunsets. Menemsha is also home to some very famous scenes from the movie “Jaws.”

The town has several sanctuaries and preserves, the largest of which being the Menemsha Hills Reservation owned by the Trustees of Reservations. This preserve has three miles of wooded trails and beaches to explore along with scenic views of the Gay Head Lighthouse.