MediaMonkey, while the gold edition may not be free, they do offer a free but slightly limited version. If you have a lot of music in your collection then MediaMonkey might be the tool you’re looking for, its a great organiser.
MediaMonkey is a suberb quality MP3 player, it also looks great, it sort of resembles iTunes, but it doesn’t come with all the bloat you’ll find in iTunes. The interface is also fully skinable.
I could only find one major annoyance with MediaMonkey, just like iTunes there is no way to copy music from iPod to PC Library. I am a bit amazed at how software designers can simply forget to code in this much needed functionality.
other than that MediaMonkey is a great tool and can be downloaded here http://www.mediamonkey.com/