Advanced Title Formatting in Winamp
To change the way Winamp displays songs in your playlist, go to Winamp’s preferences, then select “Titles” in the list on the left. You’ll notice the section titled “Advanced Title Formatting”.
I personally like using this (which also handles songs with no Metadata reasonably well):
$if(%albumartist% - , %albumartist% - , [%artist% - ])$if(%title%,['['%album%[ #$num(%tracknumber%,2)]'] ']%title%,$filepart(%filename%).$fileext(%filename%))
Which displays like this:
Or go over to the full Advanced Title Formatting reference and make your own.