Wrentham, Massachusetts

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

Top Hiking Spots in and near Wrentham

  • 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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  • Acton, Massachusetts

    Hike the Pratt's Brook Conservation Area Loop

    4.0
    1.5 mi / 85 ft gain
    Park in the small parking area right before the trailhead. *Notice this parking area is small and only fits about 3-4 cars so prepare to find street parking on a busy day. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192.  The loop is very diverse wit...
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  • Medford, Massachusetts

    Southern Middlesex Fells Loop

    4.5
    3.06 mi / 299 ft gain
    Park in the parking area near Bellevue Pond. There are multiple entrances to the reservation (some closer to the reservoir itself than others). I have spent days in there hiking around and never seeing the water and there are days when I just hiked right in to the water and sat and enjoyed it. Th...
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  • Norwell, Massachusetts

    Hike the Norris Reservation Loop

    2.4 mi / 60 ft gain
    Choose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...
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  • Harvard, Massachusetts

    Hike along the Nashua River and the Oxbow National Wildlife Refuge

    9.5 mi / 0 ft gain
    Park in the lot on Tank Road to access the Nashua River Trail. Keep your eyes peeled for turtles, chipmunks, birds, and other wildlife! This trail is open from April to October.  The trail can become flooded and muddy after a rain/ snow, so for a shorter alternative to the 9.5 miles, you can take...
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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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  • 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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  • Plainfield, Connecticut

    Hike Sugar Brook Loop Trail

    4.0
    3.3 mi / 200 ft gain
    Sugar Brook Loop Trail is a 3.3 mile loop hike that takes you by a river located near Plainfield, Connecticut.
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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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  • Newport, Rhode Island

    Newport Cliff Walk

    4.6
    3.46 mi / 144 ft gain
    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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  • 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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  • Andover, Massachusetts

    Haggetts Rail Trail to Haggetts Pond

    5.0
    2.08 mi / 16 ft gain
    Haggetts Rail Trail to Haggetts Pond is an out-and-back trail that takes you through a nice forest located near Lawrence, Massachusetts.
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  • Westminster, Massachusetts

    Summit Mt. Wachusett via the West Side Trail

    5.0
    1.2 mi / 750 ft gain
    Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd. Take this road all the way until it intersects with West Princeton Rd. Turn left. and  drive down W Princeton Rd  for 1.2 miles and there should be a small parkin...
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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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  • 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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  • Jamestown, Rhode Island

    Beavertail Lighthouse Loop

    5.0
    2.35 mi / 95 ft gain
    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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