Scariest game/s of them all.

Resident Evil.

I played Resident Evil 4, nearly sh_t my pants.

 

I say Silent Hill, no contest. Well, a little bit of contest from Resident Evil, because the first one scared me half to death when I was a wee one. But since then I've come to think of Resident Evil as being more about blowing zombies' faces off (wicked but not scary) and Silent Hill as being more about horror. I've played every Silent Hill game so far (well, I never beat 4, but I'm going to!) and I'm always impressed with the art direction and atmosphere. Plus, they're scary like crazy!

I think it has a lot to do with the characters and the gameplay. In Resident Evil you're always playing as cops and badasses, and you get machine guns and sniper rifles and bazookas, &c. I find it hard to get scared when I'm that sufficiently trained and equipped. In Silent Hill you play as just, you know, a guy, and your weapons are always pipes and golf clubs and useless crap like that. It's even worse in the fourth one because your weapons break after a few uses, and your inventory is so small that you usually end up with like, half a golf club left to fight all the hideous beasts you encounter. Brr, nasty. I can take out a zombie at 100 yards with a rifle pretty comfortably, but I don't enjoy having to fight a demonic nurse armed with only a plank of wood.

 

I wasn't allowed to watch Silent Hill, but my brother, who NEVER even flinched playing REsident Evil series, was scared ****less by this game. So that's pretty bad.