I always assume the order of maps is the same as their release. When I was new to VT1 I assumed castle drachenfels took place between acts of the Ubersreik campaign. I don’t remember exactly which dialogue conviced me it was otherwise but there was something.
Dialogues in the game often refer to previous banter (like kerillian in old haunts commenting how saltzpyre couldn’t make it up the hill if he was actually a steam tank).
Regarding VT1, it comes to mind a dialogue in the keep in VT2, where sienna and kruber reminesce about the good old days (don’t remember the exact dialogue) which puts their adventures in the DLC order - ubersreik, drachenfels, karak azgaraz, stromdorf, river reik, waylaid.
Regarding VT2 I’d say the same principle applies. Some degree of confusion arose with return to castle drachenfels DLC, appearing first in the map selection. I suppose that’s a dev decision, so new players see that’s playable - free - while if it was in a later position, they might not notice it amidst payed DLCs.
So that’d mean:
Helmgart - I do have trouble deciding on the order inside, given the act structure. Olysa’s post mission dialogues helped a bit there, but now they are sadly inaccessible.
Shadows over Bogenhafen
Return to Ubersreik
A Quiet Drink
Winds of Magic
The Curse of Drachenfels
(I do enjoy making vermintide-related lists)
Admittedly it’s unclear how much time occurs between the pit and the blightreaper, I think we could have used Oleysa’s post mission dialogues there as well. The end and beginning remind me of Stromdorf DLC, they are the 2 sides of a river. But my guess would be that more time occurred than between the two Stromdorf maps: returning to the keep our heroes will have informed Lonher - politely, ofc - that he was oh so wrong and that based on the evidence gathered in the warehouse (the stolen grain which spread the plague in the pit was stolen from the rich part of town) they would have to travel there. Then I guess our dear innkeeper pulled some strings and was able to find out about the real deal. It’s one of Lonher’s very rare mistakes, but admittedly it kinda makes sense: the plague spread much more quickly in the Pit, given the poor living conditions. It’s a bit harder to explain that massive presence of chaos and skaven forces there, since they knew about the Blightreaper, but I suppose they too, must have assumed the sword would be there - because the effect of the corruption was much stronger there.