>>2804536just walk around downtown and the pearl when you are in town - the downtown is eminently walkable - and take the tourist streetcar - if it still exists - and you sound rich - portland is a hippy town - maybe offer some weirdo 300-400 bucks to drive you around for the week if you don't want to drive
the train is useful for getting from the airport into town - yes - but not really otherwise
portland is fascinating because - well - maybe this has changed - it doesn't have the "angry violent blacks in the wrong areas waiting to hurt you" component other cities do so the white people actually get to build nice stuff without worrying about it disappearing or being destroyed
I remember a lot of quaint architecturally interesting buildings/shops sort of in between downtown and the highway - but you will need a car/driver somehow
you could see multnomah falls on the way out to hood river (I think)
but I would do that and cannon beach on different days - don't skip a day at the oregon coast if you've never seen it
OH and the best restaurants (hipster) were like bars that serve food in the alphabet district (nw of downtown)
and north portland is funky and hip - go for a concert or coffee or something