Chilmark, Massachusetts

Top Spots in and near Chilmark

  • Chilmark, Massachusetts

    Menemsha Hills Reservation Loop

    5.0
    2.98 mi / 344 ft gain
    GPS service in densely wooded areas on the Vineyard is hard to come by, so plugging in Menemsha Hills Reservation before getting on the road is advised. Traveling down N Road, you'll find an unmarked gravel road located between Turtle Cove and Trustees Lane. A short 400 meter drive will take you ...
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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

    Hike Huckleberry Barrens Trail

    0.5 mi
    The Huckleberry Barrens property is a 17 acre expanse of land in Katama, MA managed by the Sheriff's Meadow Foundation. Though the property is quite vast, the trail loop is only approximately 0.5 miles. Quite conveniently, If you're looking to extend your walk, run or bike, there is an opening ha...
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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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  • Westport, Massachusetts

    Hike Gooseberry Island

    1.5 mi / 36 ft gain
    Begin an hour before sunset at the intersection between West Beach and East Beach Road. The intersecting roads will lead you to a paved causeway over the ocean. Waves typically clash on either side of you as you drive over the ocean. There is a free parking lot once you reach the opening. To reac...
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  • Dartmouth, Massachusetts

    Hike Frank Knowles–Little River Reserve Trail

    4.6
    4 mi / 295 ft gain
    Frank Knowles-Little River Reserve contains nearly 9 miles of hiking trails to explore. Start off by parking in the white sea shell parking lot. From there you will find the trail marked by a DNRT sign . My group and I walked along the red/boardwalk trail which features a number of boardwalks lea...
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  • Middletown, Rhode Island

    Birdwatch at Sachuest Point

    1.5 mi
    A trip to Aquidneck Island would not be complete without a quick walk around Sachuest Point. I highly recommend this hike at sunrise, but any time of the day (or year) is great! This nature preserve is home to a large population of tourist-friendly deer, and is visited every winter by at least tw...
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  • Newport, Rhode Island

    Take a Stroll on the Newport Cliff Walk

    4.6
    3.5 mi
    The 3.5 mile Cliff Walk is a National Recreation Trail in a National Historic District. I chose to start at the western end of Easton's or First Beach at Memorial Blvd. and walk south. The first two-thirds of the walk is very easy walking conditions. Parts of the southern half of the walk are...
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  • Newport, Rhode Island

    Drive the Ocean Drive Historic District

    5.0
    10 mi
    This drive encompasses all that is Newport, RI.  Known for its rocky shores and numerous sea-side mansions, this drive allows you to both view it all from the safety of your car, and has several spots to pull off to get out and get a better view.  There are grassy park areas as well that are perf...
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  • Newport, Rhode Island

    Explore the Castle Hill Lighthouse

    4.8
    Park at the Castle Hill Cove Marina and walk across the street. Follow the sidewalk left and you will see a small sign that states "Castle Hill Lighthouse" on your right. Follow the short well beaten path to the lighthouse. You will hear the waves crashing and smell the fresh ocean air. The li...
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  • Jamestown, Rhode Island

    Explore Beavertail State Park

    5.0
    Rhode Island isn't exactly on everyone's map, I've even met strangers in other parts of the U.S. who have no idea where the tiniest state in the country is. It's usually lumped in with Connecticut and Massachusetts, but for us locals from little Rhody, Rhode Island is it's own world of adventure ...
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  • Taunton, Massachusetts

    Kayak Lake Rico

    4.3
    Lake Rico is a decent sized lake located in East Taunton, MA. You can spend hours out kayaking and exploring. From the parking lot the lake looks pretty small but there is an opening towards the back that leads into three larger sections. There is also an island in the back that is great for sett...
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  • New Shoreham, Rhode Island

    Walk to North Lighthouse

    1 mi / 0 ft gain
    In order to reach the Lighthouse you must walk along the trail that begins at the end of Corn Neck Rd. This walk is along the beach and then veers off to the left once you get closer to the light house (the seventh picture shows the start of the walk). It's only a half mile to the light house, bu...
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  • Harwich, Massachusetts

    West Reservoir

    5.0
    2.65 mi / 59 ft gain
    West Reservoir is a loop trail that takes you by a lake located near Harwich, Massachusetts.
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  • New Shoreham, Rhode Island

    Explore Block Island on Mopeds

    Block Island offers beautiful beaches, lighthouses, cliffs, and harbors - but what's the best way to see them all? Mopeds of course! We went through Island Moped & Bike but there are other options if you want to shop around. We chose them because they had a special rate for an afternoon/eveni...
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  • New Shoreham, Rhode Island

    Explore Block Island

    5.0
    Block Island, a small island off the coast of the Rhode Island mainland, is well-known as a local summer playland. Tourists typically go to the quaint New England island in the summer months for the biking, hiking, sailing, kayaking, fishing and 17 miles of beaches.Although you can bring a car o...
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Top Activities

Camping and Lodging in Chilmark

AutoCamp Cape Cod
Falmouth, Massachusetts

AutoCamp Cape Cod

From $129 / night

Boston / Cape Cod KOA Holiday
Middleborough, Massachusetts

Boston / Cape Cod KOA Holiday

Guides, Insights and Stories from Chilmark

My Letter To The Ocean

My Letter To The Ocean

Shaun Logan