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The Best Hiking in Portland

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

Top hiking spots in and near Portland

  • Portland, Maine

    Eastern Promenade and Prom Midslope Trail Loop

    2.65 mi / 108 ft gain
    Eastern Promenade and Prom Midslope Trail Loop is a loop trail that takes you past scenic surroundings located near Portland, Maine.
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  • Portland, Maine

    Back Cove Trail

    3.61 mi / 197 ft gain
    Back Cove Trail is a loop trail where you may see beautiful wildflowers located near Portland, Maine.
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  • Falmouth, Maine

    Mackworth Island Hiking Trail

    1.4 mi / 66 ft gain
    Mackworth Island Hiking Trail is a loop trail that takes you through a nice forest located near Falmouth, Maine.
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  • South Portland, Maine

    Explore Spring Point Lighthouse

    4.7
    1 mi / 39 ft gain
    Being a less popular lighthouse out of the many in the greater Portland area, parking is easy and crowds are limited. Parking at Fort Prebble is ideal for a short walk to the lighthouse. Completed in 1897, off the shoreline of Fort Prebble, Spring Point is a unique lighthouse with huge importance...
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  • Falmouth, Maine

    Gilsland Farm Trail

    1.74 mi / 85 ft gain
    Gilsland Farm Trail is a loop trail where you may see beautiful wildflowers located near Falmouth, Maine.
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  • Portland, Maine

    Hike Peaks Island

    2 mi
    Peaks Island is the closest of the Casco Bay Islands to Portland, ME. It is a residential island that fills up with tourists in the summertime. If you visit the Peaks mid-spring, you can count on fairly decent weather and fewer crowds. There is a hotel and three or four restaurants on the island,...
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  • Portland, Maine

    Evergreen Cemetery Trail

    4.34 mi / 354 ft gain
    Evergreen Cemetery Trail is a loop trail that provides a good opportunity to view wildlife located near Portland, Maine.
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  • South Portland, Maine

    Hinckley Park Trail

    1.32 mi / 79 ft gain
    Hinckley Park Trail is a loop trail that takes you by the lake located near South Portland, Maine.
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  • Portland, Maine

    Hike to Jewell Falls

    4.0
    2 mi / 300 ft gain
    Fore River Sanctuary is 85 acres in the heart of Portland right off of Congress Street. It is a unique place where the river meets the ocean and creates a marshland landscape, which provides a plethora of opportunities to see wildlife (especially a great diversity of birds - waterfowl, herons, eg...
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  • Cape Elizabeth, Maine

    Photograph Portland Head Light

    5.0
    0.5 mi
    Portland Head Light is one of Maine's most iconic and picturesque lighthouses that offers stunning views year round. Located just about 15 minutes outside of Portland, Maine, it's the perfect place to go to watch an early winter sunset and enjoy some ocean views. To get to the light house, you wi...
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  • Falmouth, Maine

    Falmouth Corners White, Yellow, and Green Loop

    1.64 mi / 108 ft gain
    Falmouth Corners White, Yellow, and Green Loop is a loop trail that provides a good opportunity to view wildlife located near Falmouth, Maine.
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  • Falmouth, Maine

    Falmouth Nature Preserve Trail

    1.72 mi / 184 ft gain
    Falmouth Nature Preserve Trail is a loop trail that takes you by a river located near Falmouth, Maine.
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  • Cape Elizabeth, Maine

    Winnick Woods Loop

    1.49 mi / 105 ft gain
    Winnick Woods Loop is a loop trail where you may see beautiful wildflowers located near Cape Elizabeth, Maine.
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  • Cape Elizabeth, Maine

    Winnick Woods Trail

    2.97 mi / 279 ft gain
    Winnick Woods Trail is an out-and-back trail that takes you by a river located near Cape Elizabeth, Maine.
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  • Cape Elizabeth, Maine

    Robinson Woods Outer Loop Trail

    1.39 mi / 98 ft gain
    Robinson Woods Outer Loop Trail is a loop trail that takes you by a river located near Cape Elizabeth, Maine.
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  • Falmouth, Maine

    Presumpscot River Preserve Trail

    3.67 mi / 75 ft gain
    Presumpscot River Preserve Trail is an out-and-back trail that takes you by a river located near Falmouth, Maine.
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