I'm almost sure MediaMonkey (there's a free version) can do the bulk transcode... It's what I use for all my ripping and music management.
I downloaded MediaMonkey but the free version won't covert
to Apple Lossless. The MediaMonkey player will play AAC files but I have to purchase their $10 a plug in to use it to convert WMA lossless to AAC.
It will convert to FLAC but iTunes does not natively support the format without a plugin. Thats fine for the PC but this exercise is to get music on my iPod. I cant tell for sure if iTunes will convert FLAC to another format when syncing so I'm just useing MediaMonkey to convert all of my WMA lossless stuff to high bitrate MP3s.
So here is the whole strategy-
1.) Because I had stuff in different formats all over the place I deleted all of the music from both WMP and iTunes libraries
2.) Created separate WMP and iTunes library folders
3.) Ripped my entire (rather modest compared to some) CD collection to WMA lossless in the WMP library over the course of several days.
4.) Used MediaMonkey to convert the WMA lossless files in the WMP library to 256K MP3s in the iTunes library. The WMA lossless to MP3 conversion of the entire library took about 7 hours.
Now I have lossless versions for streaming to my Xbox(s) and mp3 versions for playback on my iPod. Going forward I'll just rip/convert as soon as I buy anything. Doing it one disc at a time takes only a couple of minutes. It'd be nice if there were just one space efficient lossless format that work across MS and Apple platforms without a bunch of hacks and plugins.