Ya ubuntu is a good place to start.
It's not perfect, but it's the easiest thing I've found that you can use to get to a usable desktop and be able to try out all sorts of different types of hardware.
Be sure to read the docs aviable on Ubuntu's website about restricted media formats and whatnot. Read the FAQ and a few other things.
Ubuntu is debian based so often information about one is usefull in the other...
Familarity with a command line isn't required, but it's nice. It's actually increadably usefull irregardless what OS your using, but unlike MS were they stopped realy refining the command line as a user enviroment back in DOS days, with Linux it's been under constant developement and improvement. It's quite powerfull.
Then if get used to the unix shell and you want you can use Putty.exe to 'ssh' into your Linux box to get a secure remote shell access from your Windows machine.
Although the best way to learn linux is to dive in and use it exclusively for a while.