Walking in Portland is one of the great pleasures of the city, particularly when the weather is lovely. But don’t rule out a walk when it’s raining — it can still be pretty fabulous, and you just need to target coffee shops, dessert stops, and bars along the way.
In some ways, walking Portland is even easier than biking in Portland, particularly when you stay in the central core. There are a few places where the crosswalk lights will only turn to walk if you hit the button (HIT THE BUTTON) or the pedestrian route is oddly inconvenient, but these are usually surmountable problems.
As you head further east (82nd & beyond) and further south, the city shifts to be a significant challenge for walkers, and you should be very careful with crossing the larger streets.
But sticking closer in, one possible way to head North to South is to follow the suggested bike routes. These actually work better on foot than on a bicycle in places, and there are lots of great places to stop for a break to sit, eat, or drink.