| 1877 | Born July 2 in Calw, Württemberg, second child of Johannes and Marie (née Gundert) Hesse. |
| 1881-1886 | Basle, where Johannes Hesse was teaching. |
| 1886 | The family returns to Calw. |
| 1890-1891 | Attends the preparatory school in Göppingen. |
| 1891 | Passes the Swabian Landexamen in July. |
| 1891-1892 | Attends the Maulbronn Seminary. |
| 1892 | Runs away from Maulbronn in March. From May onwards attends various schools (Bad Boll, Stetten im Remstal, Basle). |
| 1892-1893 | Attends the Gymnasium in Bad Cannstatt. |
| 1893-1894 | Gives up a bookshop apprenticeship and assists his father in Calw. |
| 1894-1895 | Apprentice mechanic in Heinrich Perrot's clock workshops, Calw. |
| 1895-1898 | Apprentice in a Tübingen bookshop. |
| 1898-1899 | Promoted to assistant. |
| 1899 | Romantische Lieder. Eine Stunde hinter Mitternacht. |
| 1899-1903 | Works in a Basle bookshop. Travels in Switzerland. |
| 1901 | First Italian journey (Florence, Ravenna, Venice). Hinterlassene Schriften und Gedichte von Hermann Lauscher. |
| 1902 | Death of his mother. Gedichte. |
| 1903 | Second Italian journey. |
| 1904 | Peter Camenzind, Hesse's first literary success. Marries Maria Bernoulli. Is awarded the Bauernfeld Prize. |
| 1904-1912 | Lives in Gaienhofen on the Bodensee. Writes and contributes to numerous journals (Simplicissimus, Rheinlande, Neue Rundschau, and others). Visits Italy. Lecture tours. |
| 1905 | Birth of first child, Bruno. |
| 1906 | Unterm Rad. |
| 1907 | Builds his own house in Gaienhofen. Diesseits. |
| 1907-1912 | Co-edits März. |
| 1908 | Nachbarn. |
| 1909 | Birth of second child, Heiner. |
| 1910 | Gertrud. |
| 1911 | Unterwegs. Birth of third child, Martin. Visits India |
| 1912 | Umwege. |
| 1912-1919 | The family moves to Berne. |
| 1913 | Aus Indien. |
| 1914 | Rosshalde. |
| 1914-1919 | Works for the Prisoners of War Welfare Organization, Berne. Edits two journals for German prisoners and publishes a series of books for them. |
| 1915 | Knulp. Am Weg. Musik des Einsamen. |
| 1916 | Death of his father. Wife and son Martin seriously ill.. Psychoanalysis in Lucerne. Schön ist die Jugend. |
| 1919 | Demian, first published under the pseudonym. Emil Sinclair. Returns the Fontane Prize. awarded to ''Sinclair.'' Kleiner Garten. Märchen. Zarathustras Wiederkehr |
| 1919-1922 | Co-edits Vivos Voco. |
| 1919 | Leaves Berne to live on his own in Montagnola. |
| 1920 | Gedichte des Malers. Klingsors Letzter Sommer. Wanderung. |
| 1921 | Ausgewählte Gedichte. |
| 1922 | Siddhartha. |
| 1923 | Sinclairs Notizbuch. Adopts Swiss citizenship. |
| 1924 | Marries Ruth Wenger, January. |
| 1925 | Kurgast. |
| 1925-1931 | Spends every winter in Zurich. |
| 1926 | Bilderbuch. Is elected a member of the Prussian Academy of Writers. |
| 1927 | Die Nürnberger Reise. Der Steppenwolf. Publication of Hugo Ball s biography of Hesse. |
| 1928 | Betrachtungen. Krisis. |
| 1929 | Trost der Nacht. Eine Bibliothek der Weltliteratur. |
| 1930 | Narziss and Goldmund. Resigns from the Prussian Academy of Writers. |
| 1931 | Marries Ninon Dolbin in November. Moves into a new house in Montagnola built for him as life tenant by Hans C. Bodmer. Begins work on Das Glasperlenspiel. |
| 1932 | Die Morgenlandfahrt. |
| 1936 | Stunden im Garten. Is awarded the Gottfried Keller Prize. |
| 1937 | Gedenkblätter. Neue Ged ichte. |
| 1942 | Die Gedichte. |
| 1943 | Das Glasperlenspiel. |
| 1945 | Traumfährte |
| 1946 | Receives the Frankfurt Goethe Prize. Dank an Goethe. Krieg and Frieden. |
| 1947 | Becomes honorary Doctor of Philosophy at the University of Berne. |
| 1950 | Receives Wilhelm Raabe Prize. |
| 1951 | Späte Prosa. Briefe. |
| 1952 | Gesammelte Dichtungen (6 vols.). |
| 1955 | Receives the Peace Prize of the German Book Trade. Beschwörungen. Gesammelte Schriften (7 vols. ) |
| 1962 | Dies in Montagnola on August 9. |
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