One idea for what a map of Pentagram City might look like.
Basically, I took every outdoor scene from both the Hazbin Hotel and Helluva Boss pilots and made a map out of them. I then took these maps and tried to piece them together to fit an overall pentagram-shaped street pattern, with little success as you can see here.
One of the problems is that part of the city is laid out in a grid, which can be seen in the opening of the Hazbin pilot in the scene where Charlie is standing on a balcony looking at the clock tower. The clock tower appears to be close to this grid and because I made the clock tower the center of the city, I had to place the grid close to the center as well.
The dark red blocks are areas where I know buildings are located. Some of them represent individual buildings, others represent entire blocks of buildings. I also tried to place the signs where I assume they should go.
With that said, I tried to keep this map as cannon as possible but, honestly, there is perhaps an infinite number of ways I could have made this map and still kept it cannon.
Needless to say, there's definitely a LOT of head cannon going on here. For example, “Hound Town” is purely a hypothetical place not mentioned at all in both pilots. I put it there because the Hellhounds seem to be a rather distinct group of demons with their own advertising and publications. Thus, it would make sense if they had their own distinct neighborhood within the city as well.
Another thing thats head cannon are the street names. The names of the different sections of the city, such as the “Red Light District” and the “Entertainment District” are also figments of my imagination, with the exception of Imp City, of course.
Perhaps the biggest example of head cannon here is the placement of the clock tower, which I put in the exact center of the city due to its role in determining when the extermination will occur.
The lighthouse, which is seen in the very first scene, also seems to play a very important role. That role, however, has not been mentioned, thus, I included it, but had no idea where to put it.