Nah, I didn't mean to be critical. I wouldn't expect to see any indication of the roof in a map like that- not really what the map is for, right? PCs don't care what the roof looks like unless they somehow end up on it!
As a GM myself, I wouldn't mind seeing roof references (players are goor at getting on spots outside thedrawn map), and since the inn and barn are a bit elaborated, roof references would certainly be handy
First time I see a 3D of a map I did. I was given a draft that was 90% alike to the final, I just fixed a few "architectural" detail, but I'm glad -now that I see it on 3D- that it makes sense on a estructural point of view
1) brought your original into AutoCAD as a raster image, and scaled it to an approximate correct scale
2) digitized the basic floor plans and site with simple linwork
3) imported into Sketchup and started extruding from there. Things like the shutters and doors were totally contextual- I just guessed at what might be happening based on my knowledge of real-world medieval / Renaissance architecture. For example, glass only appears in two places- as ornamental lights above the doors, because glass was freaking expensive back in the day. I also added three fireplaces and chimneys that your drawing didn't show- one downstairs to keep the common room warm, one in what I perceived was the kitchen to cook over, and a third upstairs to keep the upstairs warm.
Overall, it was a lot of fun (although those non-standard window sizes and all the different shutters I had to draw was a pain XD). Next I am working on a much easier render of [link] for TenebraesRising
Normally I'm not allowed to modify maps, so adding fireplaces was out of the question for me. Also IIRC the setting is western/desert, so maybe fireplaces weren't too necessary and thus they didn't included them (also explains the more common glass windows).