There was a certain level band in World of Warcraft where my wife and I just resigned ourselves to a lack of useful quests and would just grind elementals in the Blasted Lands whilst listening to comedy routines. (This was before it was almost impossible to finish a zone before leveling past it.) Levels 47-50 in Final Fantasy XIV have perhaps the most annoying dungeon in the game as your only on-level option along with a serious dearth of quests even on your first job to 50, much less subsequent ones. There were far too many spots in The Secret World wherein I found myself repeating a single boring mission or two for the AP to make my build and gear work before I could move on.
And none of these is the worst things I’ve heard of – the horror stories I’ve been told about relentlessly grinding up skills in Ultima Online alone could serve as a reminder that just because a game doesn’t have levels doesn’t mean it lacks a leveling grind. So what’s the worst leveling portion of a game that you’ve experienced? What was a horrible upward crawl that you wouldn’t repeat ever if you could avoid it?