16 days in Portland Itinerary

16 days in Portland Itinerary

Created using Inspirock Portland sightseeing planner

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Route & dates

16 days in Portland Itinerary

Start: Laurel Springs
Drive + Fly:  6​h 30​min
1
Portland
— 14 nights
Fly + Drive:  6​h 30​min
End: Laurel Springs

14
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.
Explore the numerous day-trip ideas around Portland: Boston (Freedom Trail, North End, & more), Dolphin & Whale Watching (in Gloucester) and Ogunquit (Marginal Way Walkway, Perkins Cove, & more). There's lots more to do: sample the tasty concoctions at Allagash Brewery, take in the awesome beauty at Mount Battie, examine the collection at Portland Head Light, and admire the masterpieces at Portland Museum of Art.

To see more things to do, traveler tips, where to stay, and other tourist information, read our Portland journey maker site .

In September, plan for daily highs up to 73°F, and evening lows to 52°F. Wrap up your sightseeing on the 21st (Sat) to allow time to travel back home.

Things to do in Portland

Outdoors Parks Historic Sites

Side Trips

Boston, Salem, Ogunquit, Pemaquid Point Lighthouse, Nubble Lighthouse
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Dolphin & Whale Watching
Freedom Trail ©
Freedom Trail

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