This article refers to Hallstatt in Austria and Ioannina in Greece. The goals analyze the two locations that have similarities in geometric shape, digital elevation model (DEM), and geomorphology. Firstly, Hallsatt’s advances were more technical than aesthetic. There is a general tendency towards extravagance and baroque and Greco-Oriental influences. Secondly, Ioannina is a mountainous city located around Lake Pamvotis. The geometry develops parallel to the lake. The city experiences many cultures. The ancient city had an urban planning that characterized the Ottoman Empire. In the old part, there is the castle, old stone streets, wooden houses, and the house of the Greek Muslim Ali Pasha. The author obtains numerous aerial photographs using Google Earth software. The photographs were received dynamically for all the perimeters of the regions. In short, the cartographer has between 15 and 20 photographs. The next step is to align the photographs in Zephyr photogrammetry software. Configuring resolutions, distance, camera locations, contrast, and brightness is essential. The final products are the 3D texture, 3D model, and orthophotos from Hallstatt and Ioannina. Digital products are suitable for measuring areas, circumferences, and heights. Furthermore, digital products represent a digital archiving practice: conservation and visualization are crucial factors today as they share, represent, promote, and document urban planning, historical memory, and the natural environment.