5 days in Portland Itinerary

5 days in Portland Itinerary

Created using Inspirock Portland trip itinerary builder

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Portland
— 4 nights

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Portland

— 4 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.
Change things up with these side-trips from Portland: Kancamagus Highway (in North Conway), Boston (Boston Common, Faneuil Hall Marketplace, &more) and Marginal Way Walkway (in Ogunquit). Next up on the itinerary: indulge your thirst for a good beer at Allagash Brewing Company, stop by Lisa-Marie's Made in Maine, admire the masterpieces at Portland Museum of Art, and enjoy the sea views from Portland Head Light.

To find maps, other places to visit, and tourist information, use the Portland online trip itinerary planner.

In October, daily temperatures in Portland can reach 62°F, while at night they dip to 43°F.

Things to do in Portland

Breweries & Distilleries · Historic Sites · Museums · Parks

Side Trips