36 days in Portland & Pittsburgh Itinerary

36 days in Portland & Pittsburgh Itinerary

Created using Inspirock United States trip itinerary maker

Make it your trip
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Portland
— 15 nights
Fly
2
Pittsburgh
— 19 nights
Fly

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Portland

— 15 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Get out of town with these interesting Portland side-trips: Multnomah Falls (in Bridal Veil), Cannon Beach (Tillamook Rock Light, Ecola State Park, &more) and Cascade Locks (Bonneville Lock & Dam & Oneonta Gorge). Dedicate the 1st (Fri) to wine at some of the top wineries in the area. There's lots more to do: contemplate the waterfront views at Columbia River Gorge National Scenic Area, admire the landmark architecture of Pittock Mansion, tour the pleasant surroundings at The Grotto - National Sanctuary of Our Sorrowful Mother, and see the interesting displays at Oregon Museum of Science and Industry.

Plan trip to Portland with our itinerary maker to find out where to go and what to do.

Use the Route module to see travel options from your home to Portland. In December, daily temperatures in Portland can reach 45°F, while at night they dip to 35°F. On the 11th (Mon), wrap the sightseeing up by early afternoon so you can fly to Pittsburgh.

Things to do in Portland

Parks · Museums · Nature · Historic Sites

Side Trips

Pittsburgh

— 19 nights

City of Bridges

Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
You'll find plenty of places to visit near Pittsburgh: Fallingwater (in Mill Run), Youngstown (Fellows Riverside Gardens, The Butler Institute of American Art, &more) and Braddock Grave (in Farmington). There's lots more to do: tour the pleasant surroundings at Phipps Conservatory and Botanical Gardens, take a stroll through Mount Washington, take an in-depth tour of Senator John Heinz History Center, and engage your brain at Carnegie Science Center.

To see photos, maps, ratings, and other tourist information, use the Pittsburgh online travel planner.

Getting from Portland to Pittsburgh by flight takes about 7.5 hours. Other options: drive; or take a train. You'll lose 3 hours traveling from Portland to Pittsburgh due to the time zone difference. Traveling from Portland in January, expect Pittsburgh to be slightly colder, temps between 35°F and 21°F. Cap off your sightseeing on the 31st (Sun) early enough to catch the flight back home.

Things to do in Pittsburgh

Museums · Parks · Historic Sites · Breweries & Distilleries

Side Trips