Have you considered Colorado or Montana?
I would say that in terms of places to actually live and work, this is what I'm considering. Colorado and Montana are definitely in the running. I would just need to find federal work there, because I can't bring myself to take a second bar exam immediately after California. That's why the federal position in Alaska I mentioned is potentially appealing to me.
The only eastern cities I really enjoy are Chicago, Baltimore, Washington, and Philadelphia (never been to Kentucky but I feel like I'd appreciate its nature). However, from what I understand of those places the Yuppie scene is pretty boozy.
Learn to drive and start drinking, then you'll be happy anywhere.
I actually quite enjoy driving. It's commuting I hate.