Reddit reviews Fantastic Cities: A Coloring Book of Amazing Places Real and Imagined (Adult Coloring Books, City Coloring Books, Coloring Books for Adults)
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A Coloring Book of Amazing Places Real and ImaginedDetailed aerial views of numerous world cities for coloringFantastical architecture illustrationsFrom Canadian artist Steve McDonaldPaperback with 48 pages
Those do sound like they would fun to color. Medieval seems easier than towns, though here's a city:
https://www.amazon.com/Fantastic-Cities-Coloring-Amazing-Imagined/dp/1452149577
https://www.amazon.com/Fantastic-Structures-Coloring-Buildings-Imagined/dp/145215323X
Medieval:
https://www.amazon.com/Coloring-Medieval-Times-celebrated-illustrator/dp/1600584039
There's several books of castles:
https://www.amazon.com/Castles-World-Coloring-Dover-History/dp/0486251861
https://www.amazon.com/Castles-World-Coloring-Dover-History/dp/0486251861
I ran across some images from this one today:
https://www.amazon.com/Romantic-Country-Fantasy-Coloring-Book/dp/1250094461
I got this one last week and am pleased with it:
https://www.amazon.com/Medieval-Tapestries-Coloring-Dover-Fashion/dp/0486436861
I don't know if you're a fan, but there's one for Game of Thrones
https://www.amazon.com/gp/product/1101965762/
Here's some free coloring pages
http://www.medievalists.net/2012/09/coloring-pages-about-the-middle-ages/