I feel like Doom or Quake are cop outs here, but they are perennial replays, and they have some great horror aesthetics
Patient Gamers
A gaming community free from the hype and oversaturation of current releases, catering to gamers who wait at least 12 months after release to play a game. Whether it's price, waiting for bugs/issues to be patched, DLC to be released, don't meet the system requirements, or just haven't had the time to keep up with the latest releases.
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I'm not sure how old old is, but SOMA is always such a delight to play through.
Another somewhat older game is Duskers where you control drones one empty human ships, trying to find out where humans went.
I don't like horror games but Viscera Cleanup Detail I can accapt.
The only horror elements are the aftermath of a big and bloody gun fight and you're tasked to clean up the mess. ;p
If you like point-and-click adventure games, there are a bunch in spooky territory:
Maniac Mansion/Day of the Tentacle
There are more, but these are the ones I'd start with if you haven't played them.
Ooh, I loved Grim Fandango as a kid, but my disk kept breaking around the end of the game. I'll have to go replay it, it has probably been long enough to forget most of the puzzle solutions. I recently replayed Day of the Tentacle and loved it. :)
The Monkey Island game that came out a year or two ago was pretty great too if you want a modern take on the genre.
I imagine you've played some of the others, but if not you should do 1 & 2 immediately.
I know I played Curse of Monkey Island, but I don't think I played the first two, I'll certainly give them a try. :)
MediEvil. It's not a horror game, but I always think of it as the game that carries the Halloween feeling the best.
Costume Quest
I was thinking the same thing. I quite enjoyed it!
Came here to say this.
I like me some horror games around Halloween, but this is by far my favorite actual Halloween game.
Depends on what you call old and fitting for Halloween, but I can recommend Alice: Madness Returns .
Of course, The 7th Guest! And The 11th Hour! I'm actually a bit obsessed...
7th guest VR is fantasic!
It's not old, but I saw someone post their playthrough of Pumpkin Jack, which you play as a jack-o-lantern in a spooky-themed game.
I haven't played it myself, but I'm a fan of fun platformers so I may check it out.
I played about an hour of it, and it's okay. Expect a little less platformer and more action.
I don't know about Halloween as such, but ghost-themed, I guess Ghost Master. Twenty years old now, but try to make use of various ghosts with different abilities to drive people out of various buildings and houses.