Abstract. Founded by Romans, Vimercate had an important geographical position in Lombardy. Layers of history are visible throughout the town, yet there is the inconsistency of historical data and neglect of the historical centre in the past decades. Only recently researchers and professors from Politecnico di Milano pointed out the importance of studying layers of history in the built environment. In the past years, Vimercate was used as an example for students from masters and bachelor courses in preservation studios. This is where the idea for the master’s thesis was developed which focuses on the collection, digitalisation and investigation of primary historical cartography and then other historical documents. Historical cartography can offer extensive knowledge about the past of this town and it is one of the main sources of information. For the creation of the project was selected free and open-source software QGIS where the selected historical maps were vectorised, compared and investigated. A new understanding of the development of the city was studied and some discoveries appeared. Effective application of the thesis project started in the courses of Architectural preservation studio at Politecnico di Milano. This was followed by the interest of citizens in the project who were actively participated in the creation of the same. Other stakeholders showed interest in involving in future developments. The thesis found its application in didactic activities of students and pupils.