The Iberian Peninsula has a long history of fire, as the Central Mountain System, from the Estrela massif in Portugal to the Ayllón massif in Spain, is a major fire-prone area. Despite being part of the same natural region, there are different environmental, political and socio-economic contexts at either end, which might have led to distinct human causes of wildfires and associated fire regimes. The hypothesis for this research lies in the historical long-term relationship between wildfire risks and fire use practices within a context of landscape dynamics. In addition to conducting an analysis of the statistical period, a spatial and temporal multiscale approach was taken by reconstructing the historical record of prestatistical fires and land management history at both ends of the Central Mountain System. The main result is the different structural causes of wildland fires at either end of the Central Mountain System, with human factors being more important than environmental factors in determining the fire regimes in both contexts. The study shows that the development of the fire regime was non-linear in the nineteenth and twentieth centuries, due to broader local human context factors which led to a shift in fire-use practices.