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The Best Hiking in Winter Harbor

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

Top hiking spots in and near Winter Harbor

  • Winter Harbor, Maine

    Wonsqueak Bike Path Loop

    3.57 mi / 325 ft gain
    Wonsqueak Bike Path Loop is a loop trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Frazer Point via Frazer Creek Bike Path

    2.01 mi / 253 ft gain
    Frazer Point via Frazer Creek Bike Path is an out-and-back trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Explore Ravens Nest, Schoodic Peninsula

    5.0
    0.25 mi
    Ravens Nest is located east of Mt Desert Island south of Winter Harbor Maine. Taking the Schoodic Loop Road will get you to the pull off that you need to find Ravens Nest. There will be three pull offs on the side of the road, the third one will be for Ravens Nest that has a little unmarked trail...
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  • Winter Harbor, Maine

    Schoodic Head and Buck Cove Mountain Trail

    3.62 mi / 673 ft gain
    Schoodic Head and Buck Cove Mountain Trail is a loop trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Acadia East Trail

    0.96 mi / 354 ft gain
    Acadia East Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Schoodic Head Trail

    1.1 mi / 443 ft gain
    Schoodic Head Trail is an out-and-back trail that takes you past scenic surroundings located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Alder Trail to The Anvil

    2.42 mi / 486 ft gain
    Alder Trail to The Anvil is a loop trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    The Anvil Trail

    2.03 mi / 374 ft gain
    The Anvil Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Sundew Trail

    1.8 mi / 315 ft gain
    Sundew Trail is an out-and-back trail that provides a good opportunity to view wildlife located near Winter Harbor, Maine.
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  • Winter Harbor, Maine

    Alder and Anvil Trails Loop

    2.31 mi / 381 ft gain
    Alder and Anvil Trails Loop is a loop trail that takes you by a waterfall located near Winter Harbor, Maine.
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  • Hancock County, Maine

    Flanders Bay Trail

    0.78 mi / 167 ft gain
    Flanders Bay Trail is a loop trail that takes you through a nice forest located near Gouldsboro, Maine.
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  • Hancock County, Maine

    Jones Cove Trail

    0.52 mi / 49 ft gain
    Jones Cove Trail is a loop trail that provides a good opportunity to view wildlife located near Gouldsboro, Maine.
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  • Bar Harbor, Maine

    Compass Harbor Trail

    0.74 mi / 115 ft gain
    Compass Harbor Trail is an out-and-back trail that takes you through a nice forest located near Bar Harbor, Maine.
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  • Bar Harbor, Maine

    Champlain North Ridge to Champlain South Ridge to Gorham Mountain Trail

    3.82 mi / 1070 ft gain
    Champlain North Ridge to Champlain South Ridge to Gorham Mountain Trail is a point-to-point trail where you may see beautiful wildflowers located near Bar Harbor, Maine.
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  • Bar Harbor, Maine

    Champlain North Ridge Trail

    1.96 mi / 846 ft gain
    Champlain North Ridge Trail is an out-and-back trail where you may see beautiful wildflowers located near Bar Harbor, Maine.
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  • Bar Harbor, Maine

    Walk the Bar Harbor Shore Path

    4.0
    1.21 mi / 30 ft gain
    The Bar Harbor shore path is a simple walking trail that runs along the eastern shore of Mt. Desert Island. There's little to no elevation change since it's on the water's edge, but the views of this picturesque harbor are always worthwhile.  Despite being a mellow walk, this is something you re...
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