H.W.
I live here in Portland and wouldn't live anywhere else, for any reason.
If you look at a map, you'll find most of the nicer cities (big enough to be considered cities) closest to the ocean lie in the Willamette Valley. Each of them has their own personalities: Eugene is a somewhat hippie university town, as is Corvallis, but a little more conservative. Salem is the state capitol and is nice; there is certainly enough to do there, depending on where your tastes lie. I think Salem tends to be more conservative than Portland. I am partial to Portland because it has some of the cultural offerings of a major city (still provincial, but a lot of diversity); we have a progressive stance regarding moving toward more sustainable and environmentally friendly options. The other advantage Willamette Valley towns have is location; halfway between ocean and desert.
On the ocean, Newport is great and there are pocket communities all up and down the coast. With the smaller communities, the economies aren't so fabulous, so plan on driving a ways for work. Gold Beach, I also hear, is gorgeous.
Ha, Jane... I had to laugh. Yes, we are unkempt sometimes, especially in comparison to some parts of the country, where women wouldn't dream of leaving the house without doing their hair and face. I think it's the rain that keeps us honest. Curled hair goes flat and the humidity does any makeup in for me. I know lots of people who do dress up, but even very casual me-- I'm sometimes appalled with those that are a bit TOO casual out in public.!