The potential of digitally fabricated concrete (DFC) to produce terrain responsive designs has not been thoroughly investigated. Existing research indicates diverse benefits of DFC, such as the rapid fabrication of customized geometries. This research clarifies the advantages and design processes involved in creating site-specific DFC structures. Existing literature is analyzed to provide an overview of fabrication methods and their impacts and constraints on design. Parametric scripting is used to develop an interactive toolkit that integrates aesthetic, structural, and fabrication considerations into the design process. This toolkit specifically focuses on unreinforced retaining walls with interchangeable modules for terrain analysis, wall form generation, structural analysis, and fabrication analysis. The toolkit provides valuable feedback, such as identifying optimum wall proportions, and enables rapid design explorations. The findings affirm the value of exploratory design tools in managing fabrication complexities. Additionally, by recreating an existing amphitheater, the research indicates that DFC can create site-specific geometries that draw from the surrounding terrain.