There are actual apps that will allow you to move files between your computer and your iPad. One that I use fairly frequently is called Air Sharing HD. If you have WiFi on your computer it allows you to transfer files back and forth without connecting directly to your computer. Another I use is called USB Disk. It allows file transfers while the iPad is connected to your computer with the normal 30 Pin/USB cable.
Hope that helps and don't hesitate to post your situation. If you're experiencing trouble, no doubt others are too and they may find what you have to say helpful.