The tank game on Wii Sports (reminiscent of Atari Tanks but coop)

PS1 Final Fantasy Tactics (especially with mods, particularly FFT 1.3)

PC Master of Magic (especially with community mods, Caster of Magic is a favorite)

SNES Super Mario World

SNES Super Bomber Man

The Legend of Zelda: A Link to the Past

From the art to the music to the plot to the gameplay, it's just iconic.

Super Mario World! It holds up remarkably well even by modern platformer standards. It feels great, looks great, and is a blast to explore.

Permanently Deleted

Fallout 1 and 2. I've played them so many times over the decades. FF7 and Baldurs gate 1&2 are others I've done a few times.

Can't believe Nethack doesn't top the list.

Legend of Zelda: A Link to the Past

Totally still works as a modern Zelda game. Especially since Nintendo hasn't really changed the core mechanics since it's release!

Tetris. Straight original is so simple accessible and addictive. I really haven't cared for much else they done with it since. It was perfection also out the gate.

Also, Castlevania: Symphony of the Night. I can play it anytime, anyplace. The gameplay, music, graphics even today just feel so go for being 2D

Skyrim, actually. It's quite dated by today's standards, but just recently I started another playthrough on a whim and ended up playing 20h or so even though I've played the game a bunch of times for several hundreds of hours throughout the years already.

In no particular order:

Chrono Trigger

Binding of Isaac Rebirth

myhouse.wad (I know it came out this year, but goddamn it's good)

Yoshi's Island

Super Mario All-Stars + World (cheating maybe?)

Silent Hill 1, 2, and 3

Terranigma

OMORI (also recent, but also damn good)

LoZ: Majora's Mask

Pokemon 2nd gen (could totally just be nostalgia talking right here)

Tetris

Super Smash Bros Melee

Mario Kart 64

Also I keep coming back to yashum's Call of Cthulhu SMW hack.

Surprised no one has said Super Metroid yet. The game just excelled at atmosphere.

Mike Tyson's Punchout. I still play it occasionally as an adult and it's still just as fun as when I was a kid.

Halo Reach. Every time I replay it, it hits harder.

FF9 and FF Tactics for me

WoW classic/vanilla. Final fantasy 7 PS1, final fantasy tactics PS1. Divinity original sin 2. Chrono trigger and cross. Elder scrolls daggerfall, morrowind, oblivion and Skyrim. Super Mario 64. Snes Mario kart. Zelda link to the past. Sonic the hedgehog 1. Contra. Super smash brothers on gamecube. Mario party 1 2 and 3. Super Mario rpg legend of the seven stars.

Baldur's Gate. Probably not timeless to everyone, but will always be for me.

Also, Lords of the Realm II. Not sure why.

Half Life 2 still looks and plays fantastic even nearly decades later

My husband is currently trying Chrono Trigger for the first time, the music is catchy and the game is too, even though he's currently stuck right now. We're big video game fans sharing our passion with our little. We've been Mario Kart 8ing together, so fun!

Miney Crafty

The BioShock series is a timeless masterpiece

Final Fantasy Tactics Advance and Minish Cap, I rarely play things twice but those two are just so pretty and well done. I play them every few years.

I'd like to try Chrono Trigger but for some reason I just can't get into it