I use MusicMatch and it is very easy. I always organise my files on my hard drive, when LW is not running.
Open MM, go to File>Add new track(s) to music library, you can then browse for the folders where you have your music stored.
There you can select whole folders of files or single files and it will add them to MusicMatch. Then you can organise your files as you want. See...dead easy
Spend some time messing about and finding all the options in MusicMatch, it's a good Player