Freeware Pick: Music Bridge

MusicBridge is a program that helps to keep your music libraries in sync. It syncs your music meta-data such as song ratings and the number of times a song has been played from one media player to another. It can also move those ratings and info from one computer to another and can regularly update those ratings for you.

MusicBridge works well with iTunes and Windows Media Player. It is compatible with both Windows XP and Vista. Read MusicBridge FAQs HERE and you can download it HERE.