How do I delete songs from my ipod? - Apple Audio Players & Recorders

The common way is deleting song one by one within Music app on iPod. However, if you want to delete songs in batch, here recommend Leawo iTransfer. You can follow the below steps to complete this task.

Download and install Leawo iTransfer on your computer. The below guide shows you how to delete music files from iTunes with iTransfer in detail.
Step 1: Connect your iPhone to computer

Connect your iPhone to computer and then launch Leawo iTransfer. It will detect your iPhone instantly.
Step 2: Choose music to delete on iPhone for iTunes

Open your iPhone's Library and then go to Music tab to choose the songs you want to delete from iTunes. Just tick the ones you don't want.
Step 3: Delete songs

On the upper side, you could see a "Delete" option, by clicking which you could then freely delete songs you don't want. Confirm the music deletion by clicking "Yes" on the pop-up "Delete Media" interface.
After deleting songs from iPhone, you could then sync your songs to iTunes. If you have logged in iTunes with the Apple ID you have logged on your iPhone, the result will by synced easily.

For more details, check: How to Delete Music from iTunes

There are two ways to delete music from your iPod. The first is to delete songs in your iTunes library and have iTunes sync your library to your iPod automatically when you plug your iPod into the computer. The second is to manually delete music by resetting the options to a manual setting and deleting music directly from your iPod without affecting the songs in your iTunes library. Follow these steps to delete music from your iPod. Open up iTunes by double clicking on the "iTunes" icon. Go to "Library" on the far left side of the screen. Click "Music" from this list, which will bring up all your music on the main part of the screen. Choose a song you would like to delete from the list and right click on it. Click "Delete" from the drop-down menu that appears to delete your song. Go to the bottom of the left column on the screen to "Playlists." Click on one of your playlists to bring up the list of songs in the list. From there you can delete a song on the list. Connect your iPod to your computer. The iTunes program will automatically sync your iPod to whatever you have changed in your iTunes library as long as it is set to the default settings. Manually Delete Music Connect your iPod to your computer. Open up iTunes. Choose the third option in the "Options" menu called "Manually manage music" by checking the box next to it. It will ask you if you are sure you want to manually manage music on your iPod. Click "OK." Go to "Devices" on the far left column on your screen. You will see your iPod's name directly underneath that with an arrow pointing to the right. Click on the arrow, which will cause it to rotate until it is pointing downward and a drop-down menu will appear with all your songs listed. Click on a category or playlist, which will bring up all the songs in the list in the main section of the screen. Choose on a song listed that you would like to delete and right click on it, then click "Delete" from the drop-down menu that appears to delete your song.