Where to Walk and Bike in Portland, Maine


At the Portland EnCYCLEpedia we are committed to helping locals and visitors discover Portland and the Casco Bay Region on foot and by bike. Here are some of our favorite biking and walking areas.  Stop by and visit us on Commercial Street for free maps with turn by turn directions.


Bike Routes


3 Lighthouse Tour


Bike to 3 Lighthouses. Discover the charming Bug Light, The unique Spring Point Ledge and the famous Portland Head Light. 14.9 miles






5 Lighthouse Tour


Looking for a little more cycling, continue beyond Portland Head Light to Two Lights and the locals favorite of Kettle Cove. 22 miles



Back Cove


Looking for an easy and family friendly bike ride. The ride the Eastern Promenade Trail to Back Cove for up to 8 miles of bike paths.


Mackworth Island


A popular bike and hike option. Ride along the ocean to the local favorite of Mackworth Island. Cycle 5 miles each way and enjoy a 1-mile walk along the shores of the island. Discover Ferrie  Houses and the graveyard of dogs. 


Chebeague Island


Perfect if you have a day to explore. Hop the mail boat to cruise through Casco Bay to the largest island in Casco Bay, Chebeague. Take some time to wander the island and maybe enjoy the lunch at the award-winning Chebeague Island Inn before catching the ferry to Cousins Island and cycling back to Portland. 27 miles

Walking Information

coming soon