Middleborough, Massachusetts
Top Spots in and near Middleborough
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Chilmark, Massachusetts
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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Provincetown, Massachusetts
Cape Cod, Massachusetts is full of campgrounds and dunes to explore, but the best of the two are located at the very end of the cape, around the areas of Truro and Provincetown.
Travel to the very beginning (or end, depending on how you look at it) of historic U.S. Route 6, which spans from Prov...
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Newport, Rhode Island
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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Cambridge, Massachusetts
The Charles River Path becomes a center of activity in Boston, especially during the summer, and you can run (or bike) it! It is a paved pathway that travels along both sides of the Charles River from the North End of the city to Allston and beyond. There are several bridges along the way with pe...
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Provincetown, Massachusetts
Begin your journey from a small parking area that holds 3 cars just off route 6 (additionally you can park on the side of the road) The trail head is unmarked until about 50' into the woods where you will find a sign describing the rich history of the area. Continue up the large sand dune immedia...
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Wellesley, Massachusetts
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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North Smithfield, Rhode Island
The parking area is about 50 yards down the dirt driveway on your right. Take care in the spring, as the parking lot can become a mud pit!
This wildlife refuge is a series of loops which lead to three different ponds. These directions are for the 'Pond One' loop. When you start on the trail, sta...
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Edgartown, Massachusetts
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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Blackstone, Massachusetts
Park at the lot at the corner of Staples Lane and County Street. From here you can access the Blackstone Gorge Trail. Dogs are allowed on leash, and you can enjoy various paths along the river or through the forest. At multiple points you can find yourself looking down at the Blackstone River fro...
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Newport, Rhode Island
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
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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Edgartown, Massachusetts
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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Medford, Massachusetts
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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Jamestown, Rhode Island
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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Ashland, Massachusetts
Park in the lot on State Park Road (see map) to access the trail. It's a popular trail that is dog-friendly. Pay attention to the trail as at parts it is not well marked.
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