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The Best Hiking in Montauk

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

Top hiking spots in and near Montauk

  • Montauk, New York

    Shadmoor State Preserve Trail

    2.39 mi / 82 ft gain
    Shadmoor State Preserve Trail is a loop trail that takes you by a river located near Montauk, New York.
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  • Montauk, New York

    Climb the Bluffs of Shadmoor State Park

    1.2 mi / 100 ft gain
    I've never actually been into the Shadmoor State Park, but you can climb up and onto the bluffs from the beach easily; well kind of easily.Most of the parking lots along the beach require Hamptons residency tags, so you can't park right next to beach entrances... bummer. We typically park along ...
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  • Montauk, New York

    Hither Hills West Overlook Trail

    5.77 mi / 243 ft gain
    Hither Hills West Overlook Trail is a loop trail where you may see local wildlife located near Montauk, New York.
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  • Montauk, New York

    Hither Hills Trail

    8.12 mi / 344 ft gain
    Hither Hills Trail is a loop trail where you may see beautiful wildflowers located near East Hampton, New York.
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  • Montauk, New York

    Camp at Hither Hills State Park

    4.0
    Fall asleep to the sound of ocean waves at Hither Hills State Park, a beautiful oceanside campground with good facilities and access to swimming, fishing, hiking, and biking. The grounds offer beautiful sandy beaches, as well as woodland hikes. The Walking Dunes of Napeague Harbor make for an eas...
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  • Montauk, New York

    Point Woods Loop Trail

    2.93 mi / 200 ft gain
    Point Woods Loop Trail is a loop trail that is good for all skill levels located near Montauk, New York.
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  • Montauk, New York

    Seal Haul Out

    1.4 mi / 49 ft gain
    Seal Haul Out is an out-and-back trail that takes you past scenic surroundings located near Montauk, New York.
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  • Montauk, New York

    Stroll along the Montauk Point Lighthouse Cliff Walk

    4.5
    1 mi
    The Montauk Point Lighthouse is one of the main attractions of "The End" of Long Island, but I've only ever walked around it on the cliff walk.When you get to the lighthouse, you can park in the parking lot (depending on when you go there may be a $8 fee). Right along the edge overlooking the wa...
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  • East Hampton, New York

    Cedar Point Lighthouse Loop Trail

    5.26 mi / 233 ft gain
    Cedar Point Lighthouse Loop Trail is a loop trail that takes you past scenic surroundings located near Sag Harbor, New York.
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  • East Hampton, New York

    Linda Gronlund Trail Loop

    2.91 mi / 194 ft gain
    Linda Gronlund Trail Loop is a loop trail where you may see local wildlife located near Sag Harbor, New York.
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  • Shelter Island, New York

    Hike through the Mashomack Nature Preserve

    10 mi
    Just a short ferry ride from the Hamptons, South Ferry Road is exactly where it sounds; very close to the South Ferry of Shelter Island. The parking lot of Mashomack Preserve is marked by a large sign. When you walk in, you'll see a large nature center. Sign in at a clipboard at the table out fro...
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  • Westerly, Rhode Island

    Napatree Point Conservation Area Trail

    3.19 mi / 82 ft gain
    Napatree Point Conservation Area Trail is a loop trail that takes you past scenic surroundings located near Westerly, Rhode Island.
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  • New Shoreham, Rhode Island

    Dickens Point

    0.66 mi / 82 ft gain
    Dickens Point is an out-and-back trail that provides a good opportunity to view wildlife located near Block Island, Rhode Island.
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  • Groton, Connecticut

    Hike Haley Farm Loop

    2.7 mi / 193 ft gain
    Haley Farm Loop is a 2.7 mile loop hike that takes you past wildlife located near Groton, Connecticut.
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  • New Shoreham, Rhode Island

    Rodman's Hollow Trail

    0.94 mi / 62 ft gain
    Rodman's Hollow Trail is a loop trail where you may see beautiful wildflowers located near Block Island, Rhode Island.
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  • Stonington, Connecticut

    Hike Knox Preserve Loop

    0.6 mi / 16 ft gain
    Knox Preserve Loop is a 0.6 mile loop hike that takes you past great forest setting located near Stonington, Connecticut.
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