5 days in Portland Itinerary

5 days in Portland Itinerary

Created using Inspirock Portland trip planner

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1
Portland
— 4 nights

4
nights
Portland

Portland ©
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.
Get out of town with these interesting Portland side-trips: Marginal Way Walkway (in Ogunquit), Boston (Faneuil Hall Marketplace, Freedom Trail, & more) and Kancamagus Highway (in North Conway). There's much more to do: indulge your thirst for a good beer at Allagash Brewing Company, admire the masterpieces at Portland Museum of Art, grab your bike and head to Eastern Promenade, and cast your line with a fishing tour.

For where to stay, other places to visit, photos, and more tourist information, use the Portland itinerary planner.

In October, plan for daily highs up to 62°F, and evening lows to 43°F. Cap off your sightseeing on the 28th (Mon) early enough to travel back home.

Things to do in Portland

Outdoors Historic Sites Tours

Side Trips

Boston, Kancamagus Highway, Marginal Way Walkway
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Allagash Brewing Company ©
Allagash Brewing Company
Freedom Trail ©
Freedom Trail

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