MediaMonkey Standard is a free 4.83MB download, has forums and great reviews to go with it.
Organize music and edit tags in your audio library with a powerful, intuitive interface
Automatically lookup and tag Album Art and other metadata
Manage 50,000+ files in your music collection without bogging down
Play MP3s and other audio formats, and never again worry about varying volume
Record CDs into OGG, MP3, FLAC and WMA files
* Convert MP3s, OGG, FLAC and WMA files into other formats with the Audio Converter
Create playlists and music mixes quickly and easily to suit any occasion
Synchronize with iPods / MP3 players effortlessly and convert tracks on-the-fly
* Plus much more...
"Let the monkey manage your tunes
Despite a glut of free player/encoders, it's tough to find one that meets our expectations. Formerly known as Sound DB, MediaMonkey has excellent library-management tools that keep the largest digital music collections well organized. Stir that up with integrated CD and DVD burning, a stellar interface, a full-featured encoder, and the ability to sync with portable audio devices such as the iPod, and you have a pretty compelling product.
Upon first launch, the program scans your drive for supported digital media files to add to the library. Files are sorted based on their ID3 tags, and the helpful Auto-Rename and Auto-Tag From Filename features keep untagged tracks from falling through the cracks. Party mode locks down your library while still allowing people to request songs. Auto DJ plays selections from your library even when there are no requests in the queue. Third-party plug-ins are available from the site if you want to tinker with the playback and encoding engine or add additional sound-processing effects. The interface is well designed, with clean, colorful icons throughout.
Considering the overall polish of this application, you'll be hard-pressed to find anything you don't like. Although it's definitely geared toward managing extensive collections, just about anyone will appreciate the comprehensive feature set. For $20, MediaMonkey Gold adds advanced features such as sleep, scripting, previewing, and on-the-fly file conversion when syncing with a portable device.