I would definitely hit the deschutes portland pub.. fantastic food, and fantastic beers. They have the standard 6 which they distribute, but also some pub exclusives, cask conditioned ales, and seasonals... all in all, my far and away favorite.
Ill second mcmenamins, but only for the awesome restorations they provide to their buildings.. and the awesome ambiance.. there are many places with better beer (although I will say that their isnt terrible).
Ive also heard good things about green dragon, and its got a lot of variety.
Upright brewing is a small operation, but they make some great stuff, and their tasting room is in their brewery.. like you can sit on the steps to the control panel. Kinda fun. Check the website though cause they have limited hours.
The other place thats fairly new (as a tasting room anyway), is Hair of The Dog-- great beer, limited food (appetizers only).
Other places worth mention are hopworks, laurelwood, new/old lompoc, and rogue is an iconic place to stop (id rather go to deschutes).
oh.. and I also second cascade barrel house.
anyway, as you can see.. there are many. Have fun.