The question of the Russian man – his past, present and future – is the central one in the philosophy of history. Unfortunately, at present this area of philosophy is not suffciently developed in Russia. Partly the reason for this situation is the lack of understanding by researchers of the role played by Russian classical literature and its philosophizing writers in historiosophy. The Hunting Sketches, a collection of short stories by I.S. Turgenev, is a work still undervalued, not fully considered not only in details but also in general meanings. And this is understandable because it is the frst systematic encyclopedia of Russian worldview, which is not envisaged by the literary genre. To a certain extent, Turgenev’s line is continued by I. Goncharov (the theme of the mind and heart), L. Tolstoy (the theme of the living and the dead, nature and society, the people and the lords), F. Dostoevsky (natural and rational rights), A. Chekhov (worthy and vulgar life). This article examines the philosophical nature of The Hunting Sketches, its structure and content. According to author’s opinion, stories can be divided into ten groups according to their dominant meanings. Thus, in The Hunting Sketches the main Russian types are depicted: “natural man,” rational, submissive, cunning, honest, sensitive, passionate, poetic, homeless, suffering, calmly accepting death, imbued with the immensity of the world. In the image and the comments of the wandering protagonist, Ivan Turgenev reveals his own philosophical credo, which he defnes as a moderate liberalism – freedom of thought and action, without prejudice to others.