So I recently played through Silent Hill 1 for the first time. I've only played Silent Hill Downpour and Silent Hill Shattered Memories, and the HD port of SH2 on Xbox. Ended up getting the Good+ ending. And I definitely enjoyed playing through it, though it felt like I kinda tanked the final boss with all my healing items cause I didn't know how to dodge its attacks.
Could replay it if I wanted? But at the moment a single playthrough is good enough for me. Anyway...
It's really damn good. It's a shame it's stuck on PS1, though if you have a PS3 you can get it on the Playatation store and play it on there.
Legally you can't play it on PC cause it never got a port of any kind as far as I'm aware. You can only emulate it.
Silent Hill 2 though, not the remake but the original, is abandonware on PC, and you can find an Enchanced Edition mod for it as well. Plan on playing that next.
Anyway. Silent Hill 1 still holds up I think. Genuinely creeped me out at times, and the music is still wonderful. The puzzles were neat, and I only had to look up how to solve one puzzle and where to find a door I couldn't find for the life of me. It's not necessary to play to understand Silent Hill 2, but it does help you understand the town a bit, and it's a good idea to play it if you wanna play Silent Hill 3 probably.