Originally Posted by
Elvo
You could do this in ArcGIS Pro - load the DEM/Topo/whatever into spatial analyst
This is the right idea, but will require a high level of technical expertise.
Originally Posted by
Phil_gretz
... be a lot of measuring to do, though.
Not really; not with the right tools, anyway. The availability of the data may be another story. The USGS maintains the 'US NED', or National Elevation Dataset; I'm not sure if such data is as readily available for the rest of the globe. The roads data, even with Open Street Maps, may further require a bit of advanced manipulation.