Looking for the best chillin in Massachusetts? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Massachusetts. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Massachusetts

  • Truro, Massachusetts

    Hike the Pamet Area Trail

    1.9 mi
    Pamet Area Trail is in Truro, towards the ocean within the Cape Cod National Seashore.  As we were driving to the parking area it felt like it was wrong, as it often does.  There was a dead end and school signs, which are for the N.E.E.D. Academy (apparently also doubles as a hostel during the su...
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  • West Tisbury, Massachusetts

    Photograph Lambert's Cove

    While there are a number of beaches on Martha's Vineyard, many of the more well known and popular ones can easily get over crowded. The less widely known Lambert's Cove, however, is a gem that will not disappoint.  To access Lambert's Cove in the summer season, you'll need to get or borrow a pas...
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  • Edgartown, Massachusetts

    Visit Edgartown Lighthouse

    If you're looking for a quick way to get your steps in while taking in beautiful ocean views and the salty air, the walk to the Edgartown Lighthouse is the perfect activity. It's an easy, straight-line trail that will take you directly onto Lighthouse Beach.  In the summer, the beach is a beauti...
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