In recent decades, the application of GIS and RS in archaeological and cultural heritage (ACH) has witnessed a notable surge both in terms of quantity and scope. During the initial implementation period (2016–2021) of the Digital Belt and Road Heritage (DBAR-Heritage) working group, several instances of GIS-RS-based applications in support of cultural heritage conservation have merged. In this paper, in order to discuss the great potential of GIS and RS on the Silk Road, an overview of GIS- and RS-based applications in ACH is first presented. In a substantial portion of the published scientific literature, the identification and comprehension of archaeological sites, the monitoring and risk assessment of cultural heritage, and the management and visualization of cultural heritage data are highlighted. Following this, five illustrative case studies from the DBAR-Heritage working group are presented to exemplify how the integration of GIS and RS serves as key approaches in recognizing and appreciating cultural heritage. These selected case studies showcase the utilization of multi-source data for the identification of linear sites; detailed, refined monitoring and assessment of the Angkor Wat heritage; and the reconstruction of the Silk Road routes. These instances serve as the cornerstone for highlighting current trends in GIS and RS applications in ACH along the Silk Road. These methodologies efficiently integrate multi-source geospatial data and employ multidisciplinary approaches, ultimately furnishing sophisticated and intelligent tools for the exploration and management of archaeological and cultural heritage in the era of Big Earth Data. Subsequently, a comprehensive discussion on the merits and challenges of GIS and RS applications in ACH is presented, followed by an exploration of the current application trends. Finally, the prospects for the widespread application of GIS and RS in ACH along the Silk Road are outlined in accordance with the operational plan of DBAR-Heritage during its second implementation phase.