Charlton, Massachusetts

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

Top Hiking Spots in and near Charlton

  • Wellesley, Massachusetts

    Walk along Lake Waban

    3 mi
    Note: The campus is currently closed due to COVID-19 restrictions. This is a lake on Wellesley College Campus.  It is easy to get to from just about any direction. Just park and walk toward the lake, and there are paths that will take you there. The easiest place to park (pinned on the map) is ju...
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  • Voluntown, Connecticut

    Hike Pachaug State Forest Trails

    5.0
    3.6 mi / 200 ft gain
    Lawden Brook Trail Loop is a 3.6 mile loop hike that takes you by a lake located near Voluntown, Connecticut.
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  • West Greenwich, Rhode Island

    Stepstone Falls via Ben Utter Trail

    5.0
    2.64 mi / 125 ft gain
    Stepstone Falls, nestled within Rhode Island’s expansive Arcadia Management Area, is a serene series of cascades along the Falls River. Accessible via the Ben Utter Trail, this hike offers nature enthusiasts a tranquil journey through picturesque woodlands leading to the falls. Trail Overview:...
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  • Concord, Massachusetts

    Walden Pond Path

    4.7
    1.65 mi / 49 ft gain
    Step into literary history and natural tranquility with a walk around the Walden Pond Path, located in Walden Pond State Reservation near Concord, Massachusetts. This iconic loop trail circles the pond made famous by Henry David Thoreau, who lived on its shores and wrote the American classic Wa...
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  • Groton, Massachusetts

    Catch a Sunset at Gilbert Hill

    5.0
    1 mi
    From Rt. I-495 Exit 31, Gibbert Hill has one of the greatest sunsets around Groton, MA area. You will see a lot of cows and even a castle. This is a very easy hike and a not so easy place to park, you have to leave you car on the side of the road, which is totally fine, I guess, it is easy.The wa...
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  • Ashburnham, Massachusetts

    Summit Mount Watatic via the Wapack Trail

    5.0
    3 mi / 800 ft gain
    Entering Mount Watatic in your GPS will take you to Rindge State Road (119), continue about two minutes down the road past where the GPS tells you. on the Right hand side you will will see a sign for Mount Watatic Parking area or just enter in coordinates: 42.696796, -71.904521 You will begin the...
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  • Glastonbury, Connecticut

    Blackledge Falls

    4.0
    1.46 mi / 207 ft gain
    Although the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...
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  • Deerfield, Massachusetts

    South Sugarloaf Trail

    1.48 mi / 404 ft gain
    South Sugarloaf Trail is a loop trail that takes you by a river located near South Deerfield, Massachusetts.
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  • Erving, Massachusetts

    Rattlesnake Loop to Red Trail

    1.97 mi / 676 ft gain
    Rattlesnake Loop to Red Trail is a loop trail that provides a good opportunity to view wildlife located near Erving, Massachusetts.
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  • Norwich, Connecticut

    Explore Yantic Falls Historic District

    0.3 mi / 26 ft gain
    The Yantic Falls Historic District encompasses a historic mill and associated worker housing on Yantic Street in Norwich, Connecticut. The 10 acre area includes a complex of mill buildings arrayed along the Yantic River, and a group of three brick mill worker houses. Today, Yantic Falls is part d...
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  • Hopkinton, Rhode Island

    Hike to Long Pond & Ell Pond

    5.0
    5.7 mi
    Long & Ell Pond is a favorite hike at any time of the year, but it is not for the faint of heart (or small children)! The path immediately becomes more of a rock-scrambling adventure than a hike, but the views are so worth it.  This GPS address will lead you down a dirt road but you should ea...
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  • Boston, Massachusetts

    Run the Arnold Arboretum Trail

    5.0
    2.6 mi / 150 ft gain
    Park in the lot off of Arborway to access the trail. This place is gorgeous year round. The winter offers a quiet solitude, fall boasts bright colors, spring is the most beautiful as the flowers start to burst and cherry blossoms take over, and summer is overwhelmingly green. There are dozens of ...
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  • North Stonington, Connecticut

    Hike Wyassup Lake

    5.0
    2.4 mi / 278 ft gain
    Wyassup Lake is a 2.4 mile out and back hike that takes you past great forest setting located near North Stonington, Connecticut.
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  • Randolph, Massachusetts

    Hike the Ponkapoag Pond Trail

    4.0
    3.82 mi / 173 ft gain
    Park at the end of Ponkapoag Trail Road to access the trail. Dog friendly, open year round. 
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  • Milton, Massachusetts

    Houghton's Pond Recreation Area

    1.2 mi / 79 ft gain
    Houghton's Pond Recreation Area is a loop trail that takes you by the lake located near Milton, Massachusetts.
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  • Glastonbury, Connecticut

    Hike the Cotton Hollow Nature Preserve

    5.0
    3 mi
    There are two parking locations for Cotton Hollow, the location tagged in the directions is the shortest hike to the old gun powder mill. Suggestions when it comes to exploring the preserve are to stay on the trails, know your limits, and enjoy! There are swimming holes along the river, but swim ...
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