Labyrinth rite zone - sonic 1

Labyrinth zone is water stage where forces sonic to slow down since is heavy platform side with sonic speed being handicap for not knowing how to swin, and having to search air bubbles or he get Drowned, plus unlike later games going in top route don't make you skip the water section. 

Bilewater - hollow knight silksong 

Swarm level where most of enemies are pretty annoying to fight since they dissappear and appears when you are far away from them, full of traps ready to remove your hp when you less expect, touch water being death sentence since maggots stop you from healing himself unless you get rid of them and only item able to stop maggots infected you is normally only access after you defeat groal and the run back of the boss is pretty long unless you find secret beach behind wall in the middle of water you definitely wants to avoid, but hey this place is only obligatory if you want to go arc 3 so that plus :) . 

Wrong side of track - gta San Andreas 

Mission either simple where after you go to train station with big smoke, you have to follow train and big smoke have to kill thugs, however the big ia is pretty bad required you have space or he will not shoot, while you dodge trains and another Obstacles, so unless you get plenty luck or uses one of glitches, is pretty easy to fail with big smoke telling you all you have to do is to follow the train, and you having to go big home to restart the mission if you want to continue the main story. 

(Hated tropes) Worst level ever