Just in the last few days, I came to terms with the fact that while I didn't really want to move "back home," Portland is the ideal place. Decent-size place, nice climate year-round, plenty of culture, great variety of stuff to do within a day's drive or less ... it is kind of a mini-bay area without the tech tilt in many ways. I grew up in a mid-sized town several hours away, but many of the more interesting people I knew in high school have ended up there.
Added bonus: If you live in Vancouver, WA (north suburbs of PDX) and work from home (or just in WA), there's no state income tax.