Are you visiting the area from someplace outside the NW? If so...
You must IMMEDIATELY go to any McMenamins and have a nice sandwich and either a Ruby or Hammerhead. I like all there beers, but those are my favorites. The NW style beer is very hoppy, and looked down upon by some traditional guys, but I don't think there is anything nicer out there. The highlight of my honeymoon, in Bend Or. (lousy place to honeymoon, very beautiful place in general though) was sitting in the Deschutes River Brewing Co. cafe having a fish and chips and enjoying a pint of Mirror Pond Pale Ale.
Ok Ok. If it's wine you are after, Pinot is a specialty of the region. I live in LA, and I know a lot of rich folk who travel there just to sample the local offerings of Pinot. Have fun!
-Greese