You should not have to worry about lilo that part of the install is easy, the installer will automatically make a boot menu with Debian & windows in it. You should know how to partition your hard drive and you will want to have a list of all the hardware in your computer that will need kernel drivers, sound, network, chipset, etc. You can upgrade to Sarge or Sid very easily, so there is no need to wait.
To get started there are floppy images on the first woody CD, and a program to write them under windows. You will want to take a look at all the readme and text files on the woody cd.
After the installation is over all the help files you will need are under /usr/share/doc/
good luck you have chosen and excellent distribution.
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