You Belong in Amsterdam
A little old fashioned, a little modern - you're the best of both worlds. And so is Amsterdam.
Whether you want to be a squatter graffiti artist or a great novelist, Amsterdam has all that you want in Europe (in one small city).
I could see myself in Amsterdam, I suppose. And not because of the red light district or drug culture. It seems like an interesting place from a historical and transportation standpoint. And what little I know would indicate the weather isn't that much much different from Seattle.
Samantha Brown made a compelling case for visiting the city.
I could also see myself in Madrid. It's a city for night owls, and it's where I started drinking coffee. And, while I have forgotten most of my Spanish by now, I'd like to think I could pick it up again fairly quickly. Of course, Madrid is also the only European city I've spent significant time in, so that may have something to do with it.