My favorite and most scenic hikes in Portland:
There are tons more but this is a good list to begin with. Just outside of the Portland area near Multnomah Falls is whole other list so let me know if you’d like to know which hikes I’ve done there and in the Mt. Hood area as well.
One of my most interesting hikes or what I call city treks to date is leaving from the Pearl District on foot and trekking up to the Portland Rose Garden area and then over to the Pittock Mansion. Awesome views all around.
Hope this info helps and please let me know if I can help further. I always remind folks to wear really comfy shoes/hiking boots, take jackets etc. and lots of water to drink and some snacks. Happy hiking!