The purpose of this study is to review how modern educational theorists in Germany in 2010s tried to rediscover classical educational theories of Geisteswissenschaftliche Pädagogik (GP). Since Dilthey made the distinctive characterization of hermeneutics (Hermeneutik), educational theorists under Dilthey’s influence developed a unique understanding of educational theory. While GP had lost its actuality already in 1970s, successors of GP developed new aspects of inquiry on historical figures such as Spranger, Nohl, and Weniger. The focal point of the current reexaminations discusses methodical reflection of Pädagogik (educational theory) in contrast to neighboring field of psychology. This paper first inquires how the modern educational theorists understand Spranger’s confrontation with psychological methodologies. This is followed by examining why and how come Spranger had to develop his critical notions against psychology with maintaining GP method, focusing on the study by Hinrichs. Through the examination, it is suggested that the value of GP in modern educational discourse lie in its sophisticated system of “understanding” as the heart of educational practice and theory. Hermeneutics originally stands for interpreting texts, but Spranger’s insight does not hesitate to claim the GP method could be applied to understanding of how teacher understand children or others and how children understand the world and others. This methodical reflection is signified in this time when psychological and sociological inquiries become dominant. In spite of the risk to be obstinate, the reappraisal of GP through rediscovering Spranger provides a fundamental aspect of educational practice.