Hmmmm I have never been past the Mississippi River so I'll have to just go by the ones I've been to. I'd probably say Savannah, GA. What I like: - Historic city with lots of great architecture and real charm - Very business oriented - Very large college crowd so the town is hip and artsy - Great parks - Great restaurants and shops, city is committed to revitilization - Ghetto is slowly being pushed further away so it's not as dangerous as it used to - Second largest St. Patty's day celebration in the country, amazing - All the urban crap like malls is by law forced away from town - Airport is small, easy to access - Proximity to Florida without being in Florida - Tybee Island is a great beach town - Fairly cheap housing costs (away from downtown) - Lot of the city is accessible in walking distance - The moss tree lined roads are awesome Dislikes: - Weather in the summer is just stupidly hot and humid - The "Palmetto Bugs (aka roaches)" are everywhere and are my most hated creature - The town is a bit hard to access downtown due to driving around the parks and the many tourists in horse drawn carriages - If you live out in the islands you understand when I say gnats. - Although the ghetto has been pushed away there are still some rough spots very close to town and walking at night is still dangerous. - Outside of Savannah there isn't much else (Altanta 4hrs, Charleston 2hrs) - While the Ocean is warm at Tybee it is murky due to the silt and not ocean blue like South Florida - Some job markets may be tight there - Possible hurricane zone and evacuation is a nightmare (8hrs in traffic last time) New York I enjoy sometimes but mostly I just find it overwhelming. I usually go to the city to catch a show, go to a club or bar, etc but everytime I leave I feel relieved I live in CT. I enjoy the super late nights there that just aren't found anywhere else in the US, however I find everything overpriced. I don't find walking around NYC in the summer fun as the temperatures skyrocket underneath the buildings. Also what the hell is up with the last train at 1:55? I can tell you my worst city, Hartford, CT. It's sad too, there are some great places and restaurants mixed in there but the city is just a cesspool of crime and poverty. For such a small city it has the murder and crime rate of a metropolis.