How many cities are there in Oregon? There are a total of 373 towns and cities in the state of Oregon. Top 10 biggest cities by population are Portland, Salem, Eugene, Gresham, Hillsboro, Beaverton, Bend, Medford, Springfield, and Corvallis while top ten largest cities by land area are Portland, Salem, Eugene, Bend, Medford, Hillsboro, Gresham, Klamath Falls, Beaverton, and Albany.