Methods for georeferencing and GIS applications of the maps and plans from the 16th century until 1990 are described. The results of georeferencing — derivatives of historical maps, show a high value and potential of usability for the studies of urban areas — for historical issues, and for more comprehensive planning solutions allowing better development and policy. The applicability of the georeferenced historical maps was explored according to time series analysis. The studied were the applications for the urban area of Ljubljana, Slovenia case study: observing the continuous changing of the river course of Ljubljanica river and railway network.