Pros: Tons of cycling heritage, fixed-gear heaven.
Cons: Lousy winters, sketchy neighborhoods.

There's something about the experience of cycling in an old Eastern city (Philly, New York, Boston) that simply can't be duplicated anywhere else-at least not in the U.S.. Philadelphia combines New York's urgent urban feel with more relaxing rides along the Schuylkill River. It was also home to the Philadelphia International Championship, a world-class, single-day race that started in 1985 and was a victim of budget cuts this year. Thriving BMX and fixed-gear scenes complete the picture.