Over the past couple of weeks I been putting together a six hour WinAmp playlist for our forthcoming Halloween party, but needed an extra couple of processes to get this to play via the Logitech Squeezebox setup on our Hi-Fi. Leaving aside any specifics, I wanted all the tracks in the playlist (from a mix of drives and folders) to be copied into a single folder and be numbered sequentially. Furthermore, I then wanted these 'duplicate' files to have their volumes normalized. Finally, the solution had to be free! As you can imagine, there are multiple solutions for exporting playlists, etc, and I'd also considered just processing the playlist into a batch file and xcopy-ing what I needed.

Having thought about it, I decided to post the following two links as they seemed to provide the quickest and easiest solution.

Export:
For this I used a WinAmp plugin called Gen_Yar. At 9 kb it's a tiny download and simply adds an item (copy playlist files) into the right-click menu in the WinAmp player. Apparently it's for WinAmp 2, but it worked fine for me. You tell it where you want the files put, and it does it. Couldn't be easier!

Normalize:
For this I used MP3 Gain. Found it on SourceForge, but take care which version you download, as I found I needed the one that included the VB runtime files. As above, it's quick and simple, and normalizes the volume of all tracks in a folder without any loss of quality.

Good luck!