I grew up in Sonoma county, and still live up there part-time. Back in the early 70s the idea was that Sebastapool wasn't laid back, it was just real high. Having just been out there a few weeks ago, its good to know that not much has ever changed. They still have one of the best record stores in the North, for sure on that, and worth the trip all by itself. I prefer the River Area, myself, but its not like that's far away from there. And, when in Sebastapool, don't stop, keep on going out to Occidential for some of the best food in the county. But I live in almost D-Town Santa Rosa and keep a room in North Beach, that works out well for me.
Portland Oregon is cool. Its about 1/3 Yuppies, 1/3 hippies, and 1/3 white trash (there is an entire section of the city called "Felony Flats" and it is Tanya Harding's home ice. But the location is awesome, Mount Hood and the other mountains are so pretty (well, except when there going off I guess)