Hello,
I quite like the watcher estate and kind of feel like of that place. I was thinking of some things to spruce up and make vallaki more interesting and fun, and no I am not going to say remove the lady's rest(I would like that but given up fighting that battle).
Make the whole wall accessible only to garda(well those with the key) and let it extend around the whole city. So garda could patrol the whole city from the safety of the walls.
use similar textures for both outskirts that the wachter estate outdoor area uses. So that part of the town looks well more rural. Keep everything largely the same(though see the next point for additions to the outskirts) including the Lady's rest and chapel. Barovia is described as being overwhelmingly rural as well, so showing it would be good.
Have farms, orchids and barovian NPCs in the western outskirts, and around the town in general. It should be an outskirts of town and most medieval towns tended to have farms in well the outskirts. This does mean people would during the day anyways need to watch their magic using in the outskirts, but could help remind people that the outskirts is part of barovia. Not to mention Vallaki in particular has lots of orchids for their tsukia.
speaking of the outskirts, this would be a great time to move the entrance to the walls there a little more inward. It is a bit of a pain to get up there due to how close the transition is. just a minor thing that would be helpful.
have alternative ways to get to the sewers from the starting area. As I like to see more NPCs in the outskirts. Caliban might need an extra tunnel to get to the sewers/away from civilization. So perhaps a short cut to the woods from there?
There are several shops in the market district that don't have anything there, just boarded up. A shop down one fo the allys and Simons quill. Perhaps the book store could relocate here. Related. maybe something could be done with all the old indivdual crafting places?
Feel free to add any ideas about sprucing up Vallaki here
Sincerely,
~herkles~