Although Milan has a circular layout that gravitates around the Cathedral, and the streets - especially in the center of the city - sometimes start to curve ran

Although Milan has a circular layout that gravitates around the Cathedral, and the streets - especially in the center of the city - sometimes start to curve randomly or a square pops out of nowhere, just like you described :) Maybe you where referring to Turin? (that has this exact square layout that makes me mad and lost sometimes - because nearby streets all seem the same)