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 admire the natural beauty at Portland Japanese Garden.

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 travel to Pittsburgh.

Things to do in Portland

Parks · Nature · Museums · 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: Youngstown (Fellows Riverside Gardens, The Butler Institute of American Art, &more), Braddock Grave (in Farmington) and Fallingwater (in Mill Run). Next up on the itinerary: stroll through Phipps Conservatory and Botanical Gardens, take a stroll through Mount Washington, take an in-depth tour of Cathedral of Learning, and examine the collection at Warther Museum.

For reviews, photos, traveler tips, and other tourist information, read Pittsburgh trip itinerary app.

Traveling by flight from Portland to Pittsburgh takes 9 hours. Alternatively, you can drive; or take a train. The time zone changes from Pacific Standard Time (PST) to Eastern Standard Time (EST), which is usually a 3 hour difference. Expect slightly colder temperatures when traveling from Portland in January; daily highs in Pittsburgh reach 35°F and lows reach 21°F. Wrap up your sightseeing on the 31st (Sun) to allow time to travel back home.

Things to do in Pittsburgh

Museums · Parks · Historic Sites · Breweries & Distilleries

Side Trips