Washington, DC.

Pros: Decent public transportation, the city itself is compact, it has good tree coverage and lots of parks. Many museums are free.

Cons: There are a lot of car break-ins lately. Many of the public schools are bad--many upper-middle-class parents steer their kids through charters to magnets or just go the private school route. Houses are expensive, rentals I've lost track of. The summer weather encourages a lot of people to stay inside in air conditioning.