The Portland Region encompasses bustling cities, surrounded by farms, forests and rivers. The varied neighborhoods are filled with award-winning restaurants, funky shopping districts and history, including the official end of the Oregon Trail in Oregon City. Outdoor adventure can be found in the countless places to bike, kayak and hike in both urban and rural settings. In addition, enjoy tax-free shopping, world-class arts offerings, and festivals that celebrate anything and everything!


Map with ten sites called out along The Oregon Trail in Idaho, Washington and Oregon



Oregon City, Oregon

The official end of the Oregon Trail! After making the long and exhausting journey west, pioneers would file their land claim at the Government Land Office in Oregon City. While this was the end of the trail, the city’s history is known for firsts, the first incorporated city west of the Rocky Mountains, the first capital city of the Oregon Territory and the location of the first printed newspaper west of the Rockies. The city also overlooks Willamette Falls, which has played an important part in the history of the area for thousands of years.

Influencer Kayla of This Messy Season and met Modern Pioneer Tim Hohl, owner of Coin Toss Brewing. She also toured the End of the Oregon Trail Interpretive Center, the John McLoughlin Historic House and downtown Oregon City. Read about her whole trip here.


Influencer Ashley Peavey and met Modern Pioneer Jonathan Stone, executive director of the Downtown Oregon City Association. Her trip also included stops at the End of the Oregon Trail Interpretive and Visitor Center and the Oregon City Municipal Elevator. Read about her whole trip here.


Influencer Angie Agerter explored Oregon City and met Modern Pioneer Kurt Doettger of eNRG Kayaking. She also visited the Museum of the Oregon Territory, the John McLoughlin Historic House and the Barclay House and the Oregon City Municipal Elevator. Read about her whole trip here.




Portland, Oregon

Portland’s history has always been intertwined with Oregon City, down to the name of the city. The two founders of Portland each wanted to name the city after their home towns, either Portland or Boston. They settled it with a coin toss, which occurred in the parlor of the Ermatinger House, in Oregon City.

Influencer Kayla of This Messy Season explored Portland after touring Oregon City. Read about her whole trip here.




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