38 days in Portland Itinerary

38 days in Portland Itinerary

Created using Inspirock Portland trip planner

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Route & dates

38 days in Portland Itinerary

Start: Portland
1
Portland
— 35 nights
Drive:  50​h
End: Los Angeles

35
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: Boston (North End, Duck Tours, & more), Story Land (in Glen) and Ogunquit (Marginal Way Walkway, Perkins Cove, & more). There's lots more to do: indulge your thirst for a good beer at Allagash Brewery, examine the collection at Peabody Essex Museum, take a stroll through Old Port, and admire the masterpieces at Portland Museum of Art.

To find ratings, more things to do, and tourist information, refer to the Portland travel itinerary planner.

If you are flying in from Canada, the closest major airports are Portland International Jetport Airport, Portsmouth International at Pease Airport and Manchester-Boston Regional Airport. Expect a daytime high around 26°C in September, and nighttime lows around 13°C. Cap off your sightseeing on the 14th (Mon) early enough to travel back home.

Things to do in Portland

Parks Outdoors Historic Sites

Side Trips

Boston, Salem, North Conway, Ogunquit, Gloucester
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Allagash Brewing Company ©
Allagash Brewing Company
Dolphin & Whale Watching

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