Alpine glacial environments and their fluvial systems are among those landscapes most comprehensively affected by climate change. Typically, studies on the consequences of climate change in such environments, e.g., glacier retreat, cover a maximum of 70 years, reflecting the availability of orthophotos or satellite images. This study addresses the long-term transformation processes in a glaciated catchment and highlights the role of human agency in a changing Alpine environment. In order to identify land cover changes between 1820 and 2015 in the Long-Term Ecosystem Research (LTER) site “Jamtal” (Tyrol, Austria) we apply a “regressive-iterative GIS reconstruction method” combining both historical maps and optical remote sensing data. Below 2,100 m a.s.l. the Jamtal experienced a massive 62% decline of unvegetated debris areas and bedrock outcrops (so-called “wasteland”) that was mainly transformed to grassland and sparsely wooded areas. Forests increased by an outstanding 323% and grassland was replaced by sparsely or densely wooded areas. This primarily reflects the abandonment of agricultural uses at unfavourable remote sites. In the higher (formerly) glaciated subbasin, ice-covered areas declined by 55%, which was associated with a major (82%) growth of exposed wasteland. Concurrently, Alpine grassland expanded by 196% and krumholz even by 304%. Approximately half of the new fluvial system that evolved in deglaciated areas between 1870 and 1921 still existed in 2015. Unconsolidated debris buried almost one fifth of the new channels, and almost one third was colonized by vegetation. Recent data show that the deglaciation process is much faster than the colonization process by Alpine vegetation. Accordingly, the extent of wasteland has expanded and potentially amplifies the sediment supply to the fluvial system. Alterations in high Alpine hydrological and sediment/debris regimes significantly affect human use in lower, more favourable areas of the Alpine region. The long-term investigation of the Alpine landscape reveals that the transformation processes have accelerated in recent decades.