Detchersville

[waldronate]

Does anyone have an opinion about where it's more likely for streets to be built - highs or lows? Neither?

It depends on why your town is there in the first place (which has a significant impact on the type of land on which the town is built). Many classic towns were built on hilltops or ridgelines to be more defensible. In that case the streets are built going into the hilltop fortification or along the ridgeline. If the town exists at a ford then the road is likely to cross the waterway at rougly right angles. A town at the intersection of two major roads is likely to form a grid-type section of roads around the intersection. A linear town built on a road paralleling a waterway will have the road neither higher nor lower than the buildings.