Outdoor Adventures & Things to Do in Portland, Maine

Featured Articles

Trail Running

Back Cove Trail

Hiking

Mackworth Island

Hiking

Acadia Mountain and St. Sauveur Loop

Hiking

Pleasant Mountain

Portland Activities

About Portland

Outdoor adventures in Portland are waiting! RootsRated’s local experts explore the very best destinations for hiking, trail running, cycling, mountain biking, climbing, paddling and more. Whether you are searching for a quick outing or a multi-day adventure, RootsRated has an insider’s look at the top trails and destinations Portland has to offer.

Total Experiences

12 reviews

Recommended Activities

Recommended Experiences

Hiking

Speckled Mountain

From Downtown

57.1 miles

Difficulty

2 of 5 diamonds

Hiking

Blueberry Mountain

From Downtown

54.4 miles

Difficulty

2 of 5 diamonds

Trail Running

Twin Brooks

From Downtown

8.2 miles

Difficulty

1 of 5 diamonds

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.
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.
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.
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.
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.