If you are using Windows 7 and you pin Winamp to the Taskbar, I suggest you take a look at the "Win7Shell" plug-in. It replaces the default Winamp taskbar button and provides the basic playback controls, a jumplist for recently played tracks, and other useful goodies.
http://www.winamp.com/plugin/win7shell/222586
DrO has written a nice plug-in that you can use with "Win7Shell" to create an ATF string for title information displayed when you hover over the taskbar button.
http://nunzioweb.com/daz/ttm.html