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Sturbridge, Massachusetts

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

Top Hiking Spots in and near Sturbridge

  • Middlesex County, Connecticut

    Hike to Glen Falls

    5.0
    0.75 mi
    Accessing Glen Falls may be a little tricky at first. Parking will be very minimal, you will park on Grist Mill Ln. Hop onto the road and you will see the trail map on the left side. The adventure begins when you cross the street and go through the gate with the yellow blaze symbol. Keep followin...
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  • East Haddam, Connecticut

    Explore Chapman Falls in Devil's Hopyard SP

    4.0
    If you map to Chapman Falls in East Haddam, CT, you will be brought to a parking lot opposite from the waterfall in Devil's Hopyard, a beautiful Connecticut state park. Once there, it's only a few minute walk down a very clear trail to the base of the 60 foot falls. There's plenty of room to set ...
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  • Stonington, Connecticut

    Hike River Road

    4.0
    3.9 mi / 55 ft gain
    River Road is a 3.9 mile point-to-point hike that takes you by a river located near Mystic, Connecticut.
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  • Berlin, Connecticut

    Hike the Ragged Mountain Memorial Preserve

    4.5
    5.5 mi / 560 ft gain
    Ragged Mountain main loop is approximately 5.5 miles long, and is known for its expansive bare-rock vistas, vertical cliff faces, and scenic views overlooking cliff-side reservoirs and ponds.  The trail is rated moderate, with some flat stretches among the trees, mixed with some uneven rocky foot...
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