The complex historical and geographical modeling of the environment development of region with longtime natureusing (Holohory Kremenets Ridge) was conducted. The historical and geographical analyze algorithms of area with a long history of environmental management were motivated. The series of author electronic cartographic models that display components (fluvial systems, wetlands, vegetation, populated and agricultural areas) anthropogenic dynamics of landscape systems of the region, landscape and anthropogenic landscape structure of the Holohory-Kremenets Ridge were developed. These transformations in precipitous terrain dissected of Gologory-Kremenets Ridge, composed of marls and cretaceous sediments, led to increase of adverse processes, especially ravines. The system of measures which aimed to the optimizing of the geo-ecological situation and the use of natural resources of Holohory-Kremenets Ridge were based. Keywords: landscape transformation, diachronic analysis, Holohory-Kremenets Ridge.