Menemsha Hills — Attraction in Chilmark

Great hiking spot for a breezy, overcast day (no bugs!). The path is pretty overgrown near the sea, so be prepared to step around lots of ankle-height plants. The beach was nice and quiet when we got down there though, and the trails higher up were wide and open for easily passing other hikers.

We almost passed the parking though - don’t let Google take you up the back way, or hand written signs will yell at you that no hills access is available 😂 look carefully for the Trustees sign off the main road if you come from the north! It was tough to find a parking spot mid-week, but we found one just as someone was leaving. There was also a clean port-a-potty available in the...

Fantastic hike through virgin territory on Martha's Vineyard. Prepare for a several mile hike on a choice of two major loops with lookouts over the west coast of the island. The trail ends in a path to a glorious rocky beach through thick and grape-lined vegetation. It's with the time to find this remote location but bring sunscreen, bug spray, and wear real shoes (save the flip flops to the end if you take them). The trails are well maintained though may have loose rocks and sand in places. Expect to be in the woods most of the time. Bring a dog only during approved hours and leave the alcohol and cooler at home (not permitted...

Wonderful intermediate hike. Great overlooks and some awesome trees. So cool. Our dog also loved it. If you take the correct path you can even get to a beach which was super cool. We'll go back again for sure. There is also a reading trail. They have spots with pages of a children's book and that's super fun even though we didn't have kids with us...