58 days in Portland Itinerary

58 days in Portland Itinerary

Created using Inspirock Portland trip planner

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Make it your trip
Fly to Boston, Bus to Portland
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Portland
— 57 nights

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Portland

— 57 nights

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 Harbor (Cliff Walk & Fisherman's Walk), York (Nubble Lighthouse, Wiggly Bridge Distillery, &more) and Boston (Frog Pond, Food Tours, &more). There's much more to do: indulge your thirst for a good beer at Allagash Brewing Company, wander the streets of Old Port, take in panoramic vistas at Portland Observatory, and appreciate the extensive heritage of Marginal Way Walkway.

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

Portland to Portland is an approximately 10-hour combination of flight and bus. You can also fly; or drive. Traveling from Portland to Portland, you'll lose 3 hours due to the time zone difference. In September in Portland, expect temperatures between 73°F during the day and 52°F at night. 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