Chilmark Loop

Chilmark, Massachusetts 02552

Chilmark Loop

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."

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Trail Information

Nearby City
Trail Type
Skill Level
Best Spring through Fall