The Best Hiking in Hebron

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

Top hiking spots in and near Hebron

  • Hebron, Connecticut

    Hike Greyville Falls Loop

    10.7 mi / 780 ft gain
    Greyville Falls Loop is a 10.7 mile loop hike that takes you past great forest setting located near Amston, Connecticut.
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  • Hebron, Connecticut

    Hike Grayville To Senatebrook Loop

    4.9 mi / 331 ft gain
    Grayville to Senatebrook Loop is a 5 mile loop hike that takes you past great forest setting located near Amston, Connecticut.
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  • Andover, Connecticut

    Hike South Loop To Bishop Swamp

    3.8 mi / 439 ft gain
    South Loop to Bishop Swamp is a 3.8 mile loop hike that takes you by a lake located near Andover, Connecticut.
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  • Glastonbury, Connecticut

    Hike Foote Road To Gay City Loop

    4.9 mi / 380 ft gain
    Foote Road to Gay City Loop is a 4.9 mile loop hike that takes you by a lake located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Red And Blue Blazes Loop

    2.2 mi / 170 ft gain
    Red and Blue Blazes Loop is a 2.2 mile loop hike that takes you by a river located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Blue Upper Loop

    5 mi / 488 ft gain
    Blue Upper Loop is a 5 mile loop hike that takes you by a lake located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Blackledge River Loop

    6.5 mi / 505 ft gain
    Blackledge River Loop is a 6.5 mile loop hike that takes you by a river located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike to Blackledge Falls

    3.7
    1.5 mi
    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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  • Andover, Connecticut

    Hike Air Line Trail: Hebron Road To Burnap Brook Road

    3.3 mi / 95 ft gain
    Air Line Trail: Hebron Road to Burnap Brook Road is a 3.3 mile out and back hike that takes you past great forest setting located near North Windham, Connecticut.
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  • Hebron, Connecticut

    Hike Gay City Red Blazes Trail

    4.9 mi / 347 ft gain
    Gay City Red Blazes Trail is a 5 mile loop hike that takes you by a river located near Hebron, Connecticut.
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  • Hebron, Connecticut

    Hike Gay City White And Orange Trail Loop

    2.2 mi / 147 ft gain
    Gay City White and Orange Trail Loop is a 2.2 mile loop hike that takes you by a lake located near Hebron, Connecticut.
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  • Hebron, Connecticut

    Hike Gay City Pond Split Rock

    3.2 mi / 223 ft gain
    Gay City Pond-Split Rock is a 3.2 mile loop hike that takes you past great forest setting located near Hebron, Connecticut.
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  • Glastonbury, Connecticut

    Hike Glacial Boulders Trail

    9 mi / 1 ft gain
    Glacial Boulders Trail is a 9.0 mile loop hike that takes you by a waterfall located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Shenipsit Trail

    11.4 mi / 1 ft gain
    Shenipsit Trail is a 11.4 mile out and back hike that takes you past great forest setting located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Longo Farm Outer Loop

    2.4 mi / 314 ft gain
    Longo Farm Outer Loop is a 2.4 mile loop hike that takes you past great forest setting located near Glastonbury, Connecticut.
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  • Glastonbury, Connecticut

    Hike Longo Farm Lower Loop

    1.4 mi / 157 ft gain
    Longo Farm Lower Loop is a 1.4 mile loop hike that takes you past scenic views located near Glastonbury, Connecticut.
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