58 days in Portland Itinerary

58 days in Portland Itinerary

Created using Inspirock Portland trip planner

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Plan created by another user. Make it yours
Fly to Boston, Bus to Portland
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Portland
— 57 nights

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57
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Portland

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Explore the numerous day-trip ideas around Portland: York (Nubble Lighthouse, Wiggly Bridge Distillery, &more), York Harbor (Cliff Walk & Fisherman's Walk) and Boston (Frog Pond, Food Tours, &more). There's much more to do: sample the tasty concoctions at Allagash Brewing Company, head outdoors with Red Claws Basketball, get to know the fascinating history of Marginal Way Walkway, and explore the world behind art at Portland Museum of Art.

Inspirock's itinerary builder makes planning a Portland trip simple and quick.

Portland to Portland is an approximately 10.5-hour combination of flight and bus. You can also fly; or drive. Due to the time zone difference, you'll lose 3 hours traveling from Portland to Portland. In September, daily temperatures in Portland can reach 73°F, while at night they dip to 52°F. Finish your sightseeing early on the 31st (Sat) so you can travel back home.

Things to do in Portland

Parks · Museums · Outdoors · Historic Sites

Side Trips