Regarding children's books' influences on a variety of social and individual components, this study aims to analyze educational components and philosophies in Pippi Longstocking. While there are a few studies which examined Pippi's feelings, thinking, reasoning, and developmental characteristics, there is a lack of research describing why and/or how those characteristics might emerge so. In this sense, this interpretative analysis aims to detect dominant educational philosophies in Pippi Longstocking; thereby, an understanding of the overarching phenomenon of education could be developed. Data, collected via document analysis methodology, included three classic books of Pippi Longstocking written by Astrid Lindgren, and those books were analyzed via interpretive content analysis method where the context and language investigated to make sense of participants' world via their experiences. While main educational philosophies set the themes, categories developed deductively regarding the components of education. Findings revealed that of 55 educational instances, ways of learning, functions of school, and decision making were the dominant categories. Also, there was a clash between the main character and the other social agents regarding their educational philosophies. While Pippi represented contemporary (Pragmatism, Reconstructionism, and Existentialism) educational philosophies via her reactions, behaviors, and responses, other agents including Tommy, Annika, the teacher, the policeman, and Rosenblom represented an Essentialist understanding of education. This piece of the world's literature may hold potential for teacher education. Instead of their studying educational philosophies as abstract concepts, Pippi Longstocking may provide pre-service teachers with an opportunity to practice (e.g., analyze, role play, counteract, create new characters, or change scenarios) educational philosophies, experientially. [This paper was published in: "EJER Congress 2023 International Eurasian Educational Research Congress Conference Proceedings," Ani Publishing, 2023, pp. 366-382.]