jins09
you can do it manually by right clicking a song and selecting the "get info" option, click the Artwork tab and select the artwork you want the song to show. ..or you can let iTunes do it for you..but you have to have an iTunes store account. Edit > Preferences > General > "Automatically download missing album artwork"

xLittle21Yaox
When you plug in your iPod there should be an iPod logo thingy in your iTunes, click on that, there should be a "Photo" tab somewhere in the "iPod logo" section..click on it nd make sure it on sync. Then select your pic folder and it will sync all of the photos in that folder for ya. -Hope that explained it well enough

darling♥
okay what i did was made a seperate folder in my Music folder titled "iPod Photos" & then i went through all my pictures & copied the ones i want to be on my iPod & pasted themm into my "iPod Photos" folder. & then after i got all the pictures i wanted, i plugged in my iPod & then went to the "photos" tab when the iTunes recognized my iPod. & then i checked the box where it says "sync photos from" & the select your "iPod Photos" folder. then after you have done that, click the circle next to where it says "all photos". that way it gets all the pictures you have in that folder. & then click "sync" at the bottom right hand corner. it's that easy! :) & if you want to delete photos from your iPod, simply open up your "iPod Photos" folder & delete the pictures you dont want. & then plug in your iPod & the photos will be deleted! :) e-mail me if you have any other questions or if i was too confusing! lol