Abstract: The subject of this research is the role of Herman Hesse's philosophy and literature in the dialogue between Oriental and Western cultures. The interaction of these two cultures in the XIX century received a new impulse as a mutual interest of the intellectual elites. The author of the article studies Oriental philosophy and arts by Schopenhauer, Schlegel brothers, Goethe, Novalis, J.G. Herder, G.W.F. Hegel, as well as many other outstanding representatives of Western culture coincided with the approaching of its ideological crisis. The present research has three objectives: to define the status of Eastern philosophy in Hermann Hesse's worldview, to describe types of Eastern culture elements in his creative work and to determine the role of Hermann Hesse's writings in the dialogue between Oriental and Western cultures. The research methodology involves analysis of Hermann Hesse's texts, determination of his key ideas and philosophical motifs typical for Eastern culture and the role of Eastern culture in the writer's worldview development. The novelty of the research is caused by the fact that the author defines the level of penetration of Oriental culture and traditions into  the creative ideas of the German writer and establishes the degree of influence of these ideas on his outlook. In particular, the influence of the Orient is represented by plot, factual, ideological, thematic and philosophical elements in his writings. Noteworthy that the writer's worldview kept the main value orientations typical for Western culture. Hermann Hesse's writings are especially interesting to be studied at our age of globalization because they prove the unity of spirits important for all humanity.