Hiking in Portland, ME

Made possible by

Featured Articles

About Portland Hiking

Recommendations by

Total Experiences

7 reviews

More Portland Activities

View Portland
Displaying all 7 results within 100 miles
  1. View of Cadillac Mountain and Pemetic Mountain from Sargent.
    Penobscot and Sargent Mountain Loop

    This loop across the peaks of two of the highest peaks on Mount Desert Island provides unobstructed views along the ridge and a wonderful hike along the iconic Jordan Pond.

    Difficulty
    3 of 5 diamonds
    From Downtown
    109.6 miles
    Duration
    You will want to take your time along the ridge and narrow trails by Jordan Pond can make it difficult to pass slower moving groups.
  2. Sunset through the trees on Mackworth Island.
    Mackworth Island

    Just 10 minutes from Portland and home of the Mackworth Island Community Village (for the fairies), this is a great destination for families or for anyone looking for relaxing seaside hike.

    Difficulty
    1 of 5 diamonds
    From Downtown
    2.4 miles
    Duration
    While the loop is fairly short, there are plenty of small side trails that provide access to the water. You may also find yourself contributing to the community village.
  3. The North Meadow Trails runs through open fields with lovely view of the Presumpscot River estuary.
    Gilsland Farm

    Only five minutes north of Portland, Gilsland Farm is a wonderful place for families to hike and enjoy learning about nature.

    Difficulty
    1 of 5 diamonds
    From Downtown
    3.1 miles
    Duration
    You can hike just one of the loops making this a quick visit, or hike all three. The trails at Gilsland Farm contain wide varieties of wildlife. Taking your time here is worth it.
  4. Sea mist and Somes Sound from Acadia Mountain.
    Acadia Mountain and St. Sauveur Loop

    Escape Acadia National Park's crowded eastern portion and head to Acadia Mountain and St. Sauveur. These two mountains provide wonderful views of Somes Sound, the only fjord on the East coast of the United States.

    Difficulty
    2 of 5 diamonds
    From Downtown
    106.2 miles
    Duration
    You will want to stop at the overlooks to soak in the beauty of Somes Sound and the eastern portion of Mount Desert Island.
  5. The view from Pleasant's Southwest Summit.
    Pleasant Mountain

    Pleasant Mountain sits in Denmark, Maine. The climb is steep, but provides nice views of the surrounding area throughout.

    Difficulty
    3 of 5 diamonds
    From Downtown
    37.7 miles
    Duration
    It will take around 2 hours to reach the peak. After eating and enjoying the views, the trip back down will take a little over an hour.
  6. View from the lookout on Blueberry Mountain.
    Blueberry Mountain

    Blueberry Mountain is a great hike with good views at the top. However, the highlight of this hike is a swim in Rattlesnake Pool.

    Difficulty
    2 of 5 diamonds
    From Downtown
    54.4 miles
    Duration
    The Stone House Trail is only 1.5 miles long, but it climbs steeply most of the way up. On the way back down you will want to stop at Rattlesnake Pool, adding a little more time to your trip.
  7. A view of Mt. Washington from Speckled Mountain.
    Speckled Mountain

    Speckled Mountain sits in the Maine portion of the White Mountain National Forest. It provides a good hike with rewarding views of the surrounding peaks, including a glimpse of Mt. Washington.

    Difficulty
    2 of 5 diamonds
    From Downtown
    57.1 miles
    Duration
    If you are making frequent stops it will take a little over two hours to reach the top. Most people should be able to make it up a little faster. You may to spend some time soaking in the view. The way back down should take about an hour.
Not here? Tell us what we’re missing.
If the experience you’re looking for isn’t here, contribute!
Got search feedback? Help us improve.

Related Stories

  1. Introducing the Beautiful, Barely Inhabited Island Off the Coast of Maine That You Need to Have on Your Travel Radar
    by Emma Walker
    Get ready to fall in love with Monhegan Island’s New England charm and rugged good looks.
  2. 8 Amazing Places to See Between Portland and Acadia National Park
    by Emma Walker
    Veer off the beaten path and head right up the Maine Coast, take U.S. Route 1 between Portland and Bar Harbor.
  3. The 7 Best Trail-to-Pub Pairings in Maine's Midcoast and Islands
    by Jenny Willden
    From a tiny farmhouse brewery in the woods to a rowdy bar with an oyster shell floor, there’s a Maine ale-and-trail experience for every kind of adventurer.
  4. 10 Reasons Maine's Midcoast and Islands Should Be at the Top of Your Travel Bucket List This Year
    by Jen Rose Smith
    With a maritime history dating back hundreds of years, postcard-ready villages tucked away along the coastline, and endless back roads to get off the beaten path, Midcoast Maine is a haven for independent explorers.
  5. Insider’s Guide to Katahdin Woods and Waters National Monument
    by Ryan Wichelns
    Tucked in a remote corner of Maine’s deep north woods, the Katahdin Woods and Waters National Monument defines the ruggedness of the northeast, offering visitors 87,000 acres of steep, densely-wooded mountains.
    6. See All Stories in Portland, ME