From http://www.GilsMethod.com - If you are new to iTunes, chances are that you are wondering how you are going to get the pictures from your Windows computer to your iPad. Unfortunately, you cannot simply drag pictures over to your iPad and be done with it, you must use iTunes (the method I'll show you here), email the pictures to yourself, or use a service like MobileMe or DropBox to keep photo's synchronized between your computer and your iPad.