I really like Dragon Quest 1-3.
Dragon Warrior/Quest 3 was my first real RPG. I had no idea how to play one really. I understood walk around, battle, talk to people, and get new gear. But I never equipped any gear. I remember just grinding out the beginning area monsters for sooo long and I was definitely over leveled. I did not beat that game as a kid but I returned to the series as an adult. By returned I mean I played 1-3 and none of the other ones. I should one day, but not today.
Daggerfall is another real good old school game I recommend anyone play. But not the original, Unity version fixes a lot of issues, allows modding, and has console commands. Getting out of the first dungeon can be a bit rough and my first go at the game it made me very frustrated. I spent so long try to get through that thing before just running around the enemies until I found the exit. Then getting to the world and seeing the stupidly large scale was just something else.
Chip's Challenge is a fun puzzle game. Top down view and you collect keys and stuff to get through rooms and reach the door. There's 150 levels or something and a lot of fun and thinking to be had. Never gets super hard though, just hard enough to jog the noggin. It's also free on Steam.
Golden Axe is a beat em up. I think it might have been THE beat em up, not sure. Either way it's incredibly fun and I played it a ton on my Sega. Never beat it as a kid and never returned to it but I do hold it in high regards.
Last game I'm gonna put down is Kid Chameleon. I loved the powers, I loved the music, I loved the premise, I loved the "coolness" of the main character, and I loved the level design. It's such a strange game play as a kid who gets put into a video game and your powers are like spiky head guy, tank, samurai, they're just weird. The music though is probably my favorite thing about it. Still to this day I listen to some of the tracks, they're fantastic. I really liked the Genesis sound chip.