by a cd or a USB port

yes if you go into folder settings and show hidden folders
you can then go into the iPod from my computer then, ipod control>music and all the music is in those folders and you can copy and paste it
although the file names ate weird when you open them with the music player such as iTunes the digital labels are all right

External hard drive would work. Or a flash drive. Or you could burn a DATA disk, one of those can hold about 100 to 150 songs. But you have to manually import them like importing music from a flash drive. Or Or Or theres disk thing that you can find in places like target and office depot, i forgt what its called but its $10 and it works. the disk pacage has a ipod on the front of it tho.

The easiest way is to use an iPod-to-computer transfer program to transfer all music on iPod to computer, and then add them to your iTunes library.
I personally used Tansee iPod Transfer.
Whenever you plug your iPod to the computer, this program could display all songs and videos on the iPod instantly.You simply select what you wish to transfer and click “Copy” button. Done. All your songs will be copied to your new computer completely and safely.
It even has detailed guide.

Hope it helps.

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Solution for iPod!
An ultimate application for transferring songs and videos from your iPod to a Windows based PC, you can search songs or videos by title, artist, album, genre…

Tansee iPod Transfer is a sound of blessing for frustrated Apple’s iTune users who can’t copy music files from iPod to pc desktop or laptop since iTune blocks iPod-to-computer song transfer.

With Tansee iPod Transfer, iPod users can transfer iPod Songs to PC easily. Tansee iPod Transfer utilizes iPod’s internal database to display your iPod’s files instantly.

Tansee iPod Transfer is fully compatible with all existing iPods including iPod, iPod Photo, iPod mini, iPod shuffle, iPod nano and iPod video.

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I don’t think you can do that without a program. What you need is a iPod to computer transfer to help you backup all the things on your ipod to your computer. And add them onto your itunes.
It’s fast, easy and very wonderful. I think it is a good choose.