Story wise, what do you think the hardest mission our characters have ever had to undertake was? And it can be hardest as in emotionally draining or physically challenging and everything in between.
As a Blood Elf fan, cutting off Kaelthas’s head for a Quest reward stung the first time….
And it stings a bit every time on every Alt that happens to do it.
It’s hard to pinpoint a single thing but I feel like all of my Horde characters have been emotionally wrung out since MoP, between wanting to be loyal to their faction but not agreeing with the direction it was going, especially my Druid and Shaman. My Priest, perhaps less so up until the destruction of Lordaeron and the departure of Sylvanas leaving an empty hole in Forsaken identity. Although, I feel like that kind’ve pales in comparison to the initial fall of Lordaeron and being raised into Undeath to begin with.
I feel like for Alliance the obvious answer would be taking part in the events of the War of Thorns leading up to and following the Burning of Teldrassil but I avoid my Night Elf characters now 'cause I’m tired of thinking about it, even though the saga is (thankfully) over. Otherwise I think it would be emotionally taxing for my Draenei to assist on the worlds that the Legion brought destruction to like Outland and Argus, perhaps a mix of guilt, shame, anger etc. Similarly, the Worgen curse overtaking Gilneas would probably be the hardest thing my Worgen character has faced.
Honorable mention to all of our characters for those rock climbing quests, though. They look VERY physically challenging and I bet we’re all REAL swole from doing those now.
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In recent memory, I imagine having to fight against a great power like the Jailer or N’Zoth with their corruption affecting the mind greatly would be quite the task for a hero, even when we had things to ward them off. N’Zoth’s Corruption even manifested in gameplay hazards to sell how much of a threat it was.
It otherwise depends on whichever race is your favorite toon. The Night Elves & Forsaken having a rough time in BFA, pandas watching their home get invaded and corrupted by Sha in MoP, list goes on.
Being called nothing by Sylvanas, a traumatic experience for sure.
I suppose it would depend on the race.
Physically, I’d say assaulting Argus was the hardest, and most misguided, thing we did.
Mentally, for Night Elves, having to head into the burning Teldrassil to try and save people until you collapsed from the smoke and fire.
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For my dracthyr it was probably waking up from what was basically a 20k yr+ nap and realizing the world they knew was gone and soo much had happened while they were asleep and that the world never knew they existed.
Edit: For the evoker at least 
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Trying to get Gorehowl to drop from the Battlefield, left eternally wondering why the hell there are Darnassian archers in the same fight as Anduin Lothar.