Draw on the strength of nature to reach the other side of a hill. Menemsha Hills is a 211-acre Trustees reservation in Chilmark featuring Prospect Hill and a rocky beach, so it is potentially the most challenging trail system on the Island. Enjoy short, leisurely walks, or set goals to stretch farther ahead. On the beachside overlook or at the top of the hill, there is a panoramic view of the Vineyard Sound. The parking lot is on Trustees Lane off North Road. Visit thetrustees.org for more information.