1. Cleveland - It's been my home base for 7 years now and I love every minute of this place.
2. Kalispell, MT - Near where my father grew up, it's one of the bigger towns up there. Medium sized college town with an airport, beautiful scenery, and enough retail to survive.
3. Pacific City, OR - I used a picture of it once in the where in the world photo search. Beautiful sleepy small Oregon coast town. A lot of it still has the WWII era charm.
4. New York (Specifically Queens) - Rougher, gritty, ethnic, authentic. What I imagine NYC used to be like before it was "dysneyfied" by trust fund hipsters.
5. Denver - Mile High, dense, modern, friendly people. My experiences there were great.
International: (and being too poor for much travel overseas this is based on my perceptions)
1. Vancouver BC. A bigger, cooler version of Seattle? SURE!
2. Christchurch, NZ - Sort of the southern edge of the world. If I had money it would be fantastic to visit.
3. Port of Spain, Trinidad - Old school Spanish trading port? Oh hella yea!
4. Edinburgh - Britain's other throne. The stone of destiny if there, what's not to love?
5. Rockall - Sometimes it's nice to get some peace and quiet.
EDIT: the media empire with the mouse as it's mascot auto corrected out of my quote.