I recently had this problem and used Media Widget..google it. You can transfer 10 songs at a time for free but if you buy the software it automically does the whole lot in once..it cost me $20 but it was worth it as i had 6000 songs on my ipod..
Good Luck
Just transfer you iPod files to your new windows computer.
I recommend AVCWare iPod to iPod/Computer/iTunes Transfer which can transfer your iPod and iPhone music, video, playlist, photos back to computer and iTunes.
If you own more than one iPods, AVCWare iPod to iPod/Computer/iTunes Transfer can simultaneously manage all the iPods in the same interface, you may transfer files among these iPods by drag-and-drop.
Hope it helps!
The most convenient and secure way is to use an iPod-to-pc transfer program to help you, like this handy one called Tansee iPod Transfer
http://www.gutensoft.com/Utilities/Tanse…
Many of my friends are using it for its easy and safe transfer. The whole process goes as follows:
This tutorial shows you how to rip DVD to iPhone format, rip DVD to iPod Touch format.
Firstly install this program on your windows computer. When you plug your iPod to the computer, this program will instantly display all songs and videos on the iPod.You simply select what you wish to transfer and click “Copy” button. Done. All your selected files will be copied to your computer safely. Now you can easily add those songs and videos to your iTunes library. See detailed guide.
More importantly, this won’t overwrite any original files on your iPod. And all song names are preserved.
Here is step-by-step guide on the whole process:
http://gutensoft.com/Guide/How-to-transf…
Best luck!
You can also search more other ways at http://ask.com