Just out of curiosity, whats your situation? I mean, everyone wants to be able to move anywhere but what about reletives, relationships, friendships, JOB?! Are you in some really unique situation?
But as for the answer:
-Madison, WI, NON Campus area is very nice.
-SF is incredible, but expensive.
-New York is picky, you either love it or hate it.
-I lived in Chicago for 11 years, its fairly nice, very cold though at times. I swear the Cubs fans used to be better though, not so the past few years.
- Seattle is cool, has some nice hiking trails, baseball team with cheap tickets, nice downtown.
- If all else fails, Toronto. I am swerious, Toronto took my breath away. The people are extremely nice, the downtoan is much more urban then I expected, everything just...clicks.
Sean Tracey has my apologies, we all know Ozzie Guillen is an idiot. I'm rooting for you!