I really struggled with getting terrain right in the early days of the project - the Wizards of Wine Winery was what forced me to figure it out. I still came back and revised it later, but I kept the pathways through the vineyard as I had originally made them.
I also had to Google images of medieval cranes and printing presses for this one, and then attempted to very crudely replicate them using Dungeondraft assets. Fun!