Just spent weekend in Portland. Also recommend city stay. Consider Saturday Market (Sat & Sun), food trucks, and Powell's City of Books. I had great cheap Vietnamese bahn mi and vermicelli @ Fresh Roll and Luc Lac. Portland is very walkable so I enjoy exploring neighborhood's and "finding" little coffee shops, bakeries, restaurants and bars. Columbia River Gorge to Hood River would make a great full day trip. Just depends on how busy you want your weekend.