I'm fairly critical, so there's not too many on my list, but the biggest one is that I liked Quest 64 (somehow) when I was younger.
I also love La Mulana 1&2, along with Deadly Premonition, though those are more "cult hits" aka critical failures that 'widely disliked'. But, I'd definitely hesitate to recommend any of them to someone unless I thought they'd be into it.
The Guild. It's peak Eurowonky. An incredibly buggy and poorly designed game that lets you do The Sims as a medieval dynastic economic simulator. I've yet to come across a game that has the same sense of political economy to it short of like the Victoria series.
Patrician series comes close and is marginally less eurojank, marginally
Oh fuck yeah, The Guild is :chefs-kiss: