Chilmark Loop Professional Guide
Detailed Trail Description from our Guidebook
"This loop highlights the dramatic physical difference in the island towns: from the rolling farmland of West Tisbury to the Vermont-like landscape of Chilmark. With its antique farmhouses, hilly tree-shaded roads, and rural character, Chilmark more closely resembles northern New England than an island resort community.
You can go for a workout and complete the trip in two to three hours, or opt for a leisurely day trip with possible stops at any of the six conservation areas and the quaint fishing village of Menemsha to swim, stroll, shop, and sightsee."