I have already submitted the following info to the developers, but I'll repost it here for the sake of public information.
I installed the latest Winamp 5.5 beta build 1568. It would not detect my 3G iPod Nano. At this time I did not have iTunes installed. I then installed iTunes which appeared to update the iPod Nano device driver. After this happened, Winamp was able to detect my Nano and transfer songs to it, including album art stored in ID3 tags.
This is great progress, but nobody wants iTunes bloat and residue on their system just to get Winamp to detect the new iPods. I used an open source program called DriverBackup to extract the new iPod driver from Windows. This produced what appears to be valid INF and SYS files which hopefully can be integrated into the Winamp iPod plugin or at least manually installed through the Windows Device Manager so we can all accomplish the ultimate goal: avoiding the system-crippling iTunes craplets.
Edit: I'm guessing my low post count is preventing me from posting links in the forum. Any help with that?
Edit2: Apparently code tags are a nice workaround.