Start with the beginning obviously. But please note TWO THINGS:
1) Silent Hill 1 must have a Playstation ONE memory card to save. I've been wanting to play it on my playstation 2, but unfortunately do not have a PS1 memory card. You can imagine the tears that streamed from my eyes.
2) DO NOT, I repeat, DO NOT base your Silent Hill experience off the movie. Any true SH fan knows it breaks SO MANY "rules" according to monster-meanings, story, and the ending. I hate when I say "do you know Silent Hill?" and they go "Oh! the movie? I loved that"... I shake my head.
I actually have been reminded to work on my SH2 Pyramid Head costume. I have the helmet base done... I already have the complete Homecoming version made. Was him for Halloween 2010... Felt amazing to walk around town and kids stare and me, as well as their parents like: