The Greatest Books of All Time on Despair

Click to learn how this list is calculated.

This list represents a comprehensive and trusted collection of the greatest books. Developed through a specialized algorithm, it brings together 759 'best of' book lists to form a definitive guide to the world's most acclaimed books. For those interested in how these books are chosen, additional details can be found on the rankings page.

Follow on:

What should I read next?

Get personalized book recommendations based on your reading history and preferences. Our algorithm analyzes your favorite books and reading patterns to suggest your next great read.

Get Recommendations

Genres

Despair

Add additional genre filters

Countries

Date Range

Filter books by their publication year. Enter the earliest year (Start) and latest year (End) to find books published within that period. Leave either field empty to search from the beginning of time or up to the present day.

Filter

Reading Statistics

Click the button below to see how many of these books you've read!

Download

If you're interested in downloading this list as a CSV file for use in a spreadsheet application, you can easily do so by clicking the button below. Please note that to ensure a manageable file size and faster download, the CSV will include details for only the first 500 books.

Download

To download this list as a CSV file, please log in to your account. Once logged in, you'll be able to download the data for use in spreadsheet applications.

Login to Download
View: List Grid Table
Filter by: Genres Dates Countries
  1. 126. The Twelve by Alexander Blok

    "The Twelve" is a controversial and symbolist Russian poem that weaves together the chaotic and transformative energy of the 1917 Russian Revolution with mystical and religious elements. Set against the backdrop of a blizzard in Petrograd, the narrative follows twelve Red Army soldiers as they march through the city's streets, grappling with their purpose and the violent upheaval of the old order. The poem is renowned for its vivid imagery, complex allegories, and the provocative inclusion of a Christ-like figure amidst the revolutionary fervor, challenging readers to interpret the convergence of spiritual and political themes.

    The 2277th Greatest Book of All Time
    Purchase from Amazon
  2. 127. Ship Of Fools by Katherine Anne Porter

    The novel is a penetrating portrayal of a diverse group of passengers aboard a German ocean liner bound for Bremerhaven from Mexico in 1931. As the voyage progresses, the narrative delves into the lives and interactions of the characters, revealing their personal ambitions, prejudices, and secrets. The microcosm of the ship serves as a reflection of the societal and political tensions of the era, particularly the rise of fascism and the looming threat of World War II. Through the interwoven stories of the passengers, the book explores themes of human folly, moral ambiguity, and the complexities of social dynamics in a world on the brink of profound change.

    The 2314th Greatest Book of All Time
    Purchase from Amazon
  3. 128. The Pearl by John Steinbeck

    A poor pearl diver's life is turned upside down when he discovers a giant, magnificent pearl. Initially seen as a blessing, it quickly becomes a curse as the man and his family are consumed by greed and paranoia. Despite their dreams of a better life, the pearl brings them nothing but misfortune and tragedy, leading them to question the true value of wealth and the destructive power it can hold.

    The 2337th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  4. 129. On the Heights of Despair by Emil Cioran

    "On the Heights of Despair" is a philosophical exploration of the human condition, particularly focusing on themes such as existentialism, despair, and nihilism. The author delves into the idea of life as suffering and the inevitability of death, offering a bleak yet thought-provoking perspective on existence. The work is a profound contemplation of life's absurdity, loneliness, and the struggle to find meaning, presenting an introspective journey into the depths of despair and the heights of existential thought.

    The 2360th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  5. 130. Less Than Zero by Bret Easton Ellis

    The novel is a bleak portrayal of the nihilistic and morally vacant lives of affluent teenagers in 1980s Los Angeles. The story follows a young college freshman returning home for winter break, only to find himself drifting through a world of casual drug use, vapid sex, and senseless violence. Disconnected from his emotions and the people around him, the protagonist observes the empty existence of his friends and the loss of humanity in a culture obsessed with materialism and hedonism, ultimately questioning the very nature of his own reality and purpose.

    The 2384th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  6. 131. Satantango by László Krasznahorkai

    "Satantango" is a bleak and atmospheric novel set in a small Hungarian village, where a group of desperate and disillusioned characters become entangled in a web of deception, corruption, and despair. As they navigate through the decaying landscape and their own inner demons, the novel explores themes of power, greed, and the human capacity for both cruelty and redemption. With its rich prose and intricate storytelling, "Satantango" offers a haunting and thought-provoking reflection on the human condition.

    The 2392nd Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  7. 132. Lust by Elfriede Jelinek

    This book is a provocative exploration of the dynamics of power and desire within the confines of a loveless marriage. Set against the backdrop of the Austrian Alps, it delves into the life of a woman trapped in a relationship with her abusive and unfaithful husband, a powerful paper mill owner. The narrative dissects the commodification of sex, the objectification of women, and the societal structures that perpetuate these themes. Through a stark and unflinching examination of the protagonist's degradation and the pervasive corruption in her world, the novel presents a scathing critique of consumerism, the patriarchy, and the hollow nature of modern relationships.

    The 2406th Greatest Book of All Time
    Purchase from Amazon
  8. 133. The Melancholy of Resistance by László Krasznahorkai

    "The Melancholy of Resistance" is a surreal and philosophical novel set in a small Hungarian town that becomes isolated by a massive snowstorm. The arrival of a mysterious circus, featuring a stuffed whale and a silent, enigmatic leader, brings with it a wave of change and unrest. The narrative explores themes of chaos, resistance, and the struggle for power through the perspectives of various townsfolk, including a reclusive music theorist and a former political dissident. The novel is known for its complex, long-winded sentences and its bleak yet profound examination of human nature and society.

    The 2419th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  9. 134. By Grand Central Station I Sat Down And Wept by Elizabeth Smart

    The book is a lyrical and intense prose-poem that delves into the depths of the narrator's passionate affair with a married man. It explores the tumultuous emotions of love, jealousy, and despair that accompany an illicit relationship. The narrative is rich with biblical and literary allusions, reflecting the protagonist's internal struggle to reconcile her overwhelming feelings with the moral and societal constraints of her time. The work is known for its poetic language and its raw, honest portrayal of the complexities of love and desire.

    The 2454th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  10. 135. The Hill Of Dreams by Arthur Machen

    The novel follows the life of Lucian Taylor, a young aspiring writer who becomes increasingly consumed by his vivid imagination and mystical experiences. Set in rural Wales and later in London, Lucian's journey is marked by his struggle to reconcile his artistic ambitions with the harsh realities of life. As he delves deeper into his inner world, he encounters both inspiration and madness, ultimately leading to a tragic and haunting conclusion. The story explores themes of isolation, the power of the subconscious, and the thin line between genius and insanity.

    The 2468th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  11. 136. The Pit and the Pendulum by Edgar Allan Poe

    In this classic tale of suspense and horror, a man is sentenced to death by the Spanish Inquisition and trapped in a dark, seemingly inescapable chamber. He faces various tortures, including the threat of a slowly descending pendulum blade and the terror of a pit in the center of his cell. As he uses his wits to survive, he experiences the psychological torment of impending doom and the physical pain of his dire situation.

    The 2544th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  12. 137. Keep the Aspidistra Flying by George Orwell

    The novel is a social critique of 1930s London, focusing on a man who rebels against the money-dominated society by quitting his job as a copywriter to pursue poetry. He deliberately lives in poverty, rejecting the societal norms of success and material wealth. His rebellion is challenged when he falls in love and must decide between his personal ideals and societal expectations. The narrative explores themes of poverty, ambition, and the struggle between integrity and compromise.

    The 2557th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  13. 138. The Family Of Pascual Duarte by Camilo José Cela

    The book is a harrowing narrative of a man from rural Spain, chronicling his life marked by violence and hardship in the early 20th century. Written as a series of letters from prison, the protagonist recounts his tumultuous journey through a series of misfortunes, familial strife, and brutal personal impulses that lead him down a path of murder and eventual execution. The novel delves into themes of fate, existential despair, and the brutal realism of peasant life, offering a stark portrayal of a man struggling against the inexorable pull of his own tragic nature.

    The 2564th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  14. 139. Whatever by Michel Houellebecq

    "Whatever" is a satirical novel that explores the life of a depressed and disillusioned computer programmer working for a software company in Paris. The protagonist's life is characterized by his cynicism and indifference towards his job, his failed relationships, and society at large. His only relief comes from his philosophical musings about life and the human condition. The novel is a bleak critique of modern society and the isolation and alienation brought about by technology and capitalism.

    The 2609th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  15. 140. The Lament Of The Linnet by Anna Maria Ortese

    Set in post-World War II Naples, the story follows the lives of a diverse group of characters grappling with the harsh realities of poverty, loss, and disillusionment. Through a series of interconnected vignettes, the narrative delves into the emotional and psychological struggles of individuals striving for dignity and meaning amidst the chaos of a city in ruins. The poignant and lyrical prose captures the essence of human resilience and the enduring hope for a better future, even in the face of overwhelming adversity.

    The 2636th Greatest Book of All Time
    Purchase from Amazon
  16. 141. The Complete Poems And Plays by T. S. Eliot

    This comprehensive collection brings together the entire body of poetic and dramatic works of a pivotal figure in modern literature, whose innovative use of language, profound exploration of psychology and society, and keen observation of the human condition have left an indelible mark on the literary landscape. The volume spans the author's career, featuring early poems that delve into the malaise of the modern world, as well as his later, more religiously and philosophically complex works. It includes such landmark pieces as the fragmented and haunting portrayal of post-World War I Europe, a groundbreaking modernist epic, and the author's foray into verse drama, where he sought to revive the genre with a series of plays that grapple with issues of redemption and human morality.

    The 2643rd Greatest Book of All Time
    Purchase from Amazon
  17. 142. Something Happened by Joseph Heller

    In "Something Happened," the narrative delves into the mind of Bob Slocum, a successful yet disillusioned corporate executive navigating the complexities of his personal and professional life in post-war America. The novel, characterized by its stream-of-consciousness style, explores themes of anxiety, isolation, and the mundane horrors of everyday existence as Slocum grapples with his relationships with his family, his colleagues, and himself. Through a series of introspective and often disjointed reflections, the protagonist reveals his deep-seated fears and desires, painting a stark and unsettling portrait of a man overwhelmed by the banalities and moral ambiguities of American middle-class life.

    The 2715th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  18. 143. Ved Vejen by Herman Bang

    The book is a poignant portrayal of life in a small Danish town in the late 19th century, focusing on the story of a young woman named Katinka, who is trapped in a loveless marriage to a stationmaster. Her life is marked by monotony and unfulfilled desires until she meets a dashing engineer, with whom she develops a deep, albeit platonic, relationship. The narrative delves into themes of social constraints, personal longing, and the quiet despair of everyday existence, highlighting the emotional turmoil and inner life of the protagonist against the backdrop of a rigid and unforgiving social structure.

    The 2743rd Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  19. 144. Fabian by Erich Kästner

    The Story of a Moralist

    Set in the tumultuous backdrop of late 1920s Berlin, the narrative follows a disillusioned young man navigating the chaos of a society on the brink of collapse. As he drifts through a world marked by decadence, moral ambiguity, and economic instability, he encounters a cast of characters who embody the era's hedonism and despair. Through a series of poignant and often satirical episodes, the story explores themes of love, loss, and the search for meaning in a rapidly changing world, ultimately painting a vivid portrait of a generation caught between the shadows of the past and the uncertainties of the future.

    The 2751st Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  20. 145. The Anatomy of Melancholy by Robert Burton

    What it is, with all the kinds, causes, symptoms, prognostics, and several cures of it. In three partitions, with their several sections, members, and subsections. Philosophically, medicinally, historically opened and cut up.

    "The Anatomy of Melancholy" is a comprehensive and detailed exploration of melancholy, a term used to describe a variety of mental states, including depression, anxiety, and sadness. The author examines the causes, symptoms, and treatments of melancholy from a variety of perspectives, incorporating elements of psychology, philosophy, history, and literature. The book is notable for its extensive use of classical sources, its humorous and satirical style, and its profound insights into human nature and the human condition.

    The 2797th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  21. 146. The Damnation Game by Clive Barker

    "The Damnation Game" by Clive Barker is a dark and twisted tale that follows the life of a professional thief named Marty Strauss, who is hired by a wealthy and mysterious man named Joseph Whitehead. As Marty delves deeper into his assignment, he becomes entangled in a deadly game of supernatural forces, where he must confront his own inner demons and face the consequences of his actions. With its haunting atmosphere and complex characters, this novel explores themes of desire, redemption, and the price one is willing to pay for ultimate power.

    The 2821st Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  22. 147. Endgame by Samuel Beckett

    A Play in One Act, Followed by Act Without Words, a Mime for One Player

    Endgame is a one-act play that follows the lives of Hamm, a blind and unable to stand man, and Clov, his servant who cannot sit. They live in a single room, with Hamm's legless parents residing in dustbins. The characters are trapped in a cyclical existence where they constantly argue and contemplate life, death, and their own existence. The play is characterized by its minimalistic setting and bleak outlook on life, reflecting themes of existentialism and the human condition.

    The 2863rd Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  23. 148. Nevsky Prospekt by Nikolai Gogol

    The narrative unfolds on the bustling Nevsky Prospekt in Saint Petersburg, where the lives of two men intersect amidst the avenue's deceptive allure. One man, a romantic artist, becomes infatuated with a beautiful woman who is not what she seems, leading to a disillusioning revelation. The other, a pragmatic German, pursues a seemingly modest seamstress with tragic consequences. Through these parallel tales of love and illusion, the story offers a satirical and poignant exploration of the superficiality and transient nature of urban life, revealing the stark contrast between the glittering facade of the city and the grim reality of its inhabitants' lives.

    The 2950th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  24. 149. The Lower Depths by Maxim Gorky

    The book is a stark depiction of the lives of the impoverished and dispossessed at the bottom of the Russian social ladder in the early 20th century. Set in a squalid shelter, it presents a group of destitute individuals from various backgrounds—thieves, prostitutes, and the down-and-out—who share their stories and philosophies as they grapple with the harsh realities of poverty and survival. The narrative delves into themes of human suffering, the struggle for dignity, and the elusive nature of truth, offering a grim commentary on the social conditions of the time and the human condition itself.

    The 2957th Greatest Book of All Time
    Purchase from Bookshop.org or Amazon
  25. 150. A Dream Play by August Strindberg

    In the play, the audience is taken on a surreal journey through the dreamlike experiences of the daughter of a god who descends to Earth to better understand human suffering. The narrative defies conventional time and space, weaving together a series of disjointed scenes that reflect the illogical and fluid nature of dreams. The characters she encounters are trapped in their own cycles of misery, their lives marked by frustration, disappointment, and the futility of their pursuits. The dreamer navigates this shifting landscape, attempting to find meaning and compassion within the chaos, ultimately revealing the universal struggles of the human condition.

    The 2967th Greatest Book of All Time
    Purchase from Amazon

Reading Statistics

Click the button below to see how many of these books you've read!

Download

If you're interested in downloading this list as a CSV file for use in a spreadsheet application, you can easily do so by clicking the button below. Please note that to ensure a manageable file size and faster download, the CSV will include details for only the first 500 books.

Download

To download this list as a CSV file, please log in to your account. Once logged in, you'll be able to download the data for use in spreadsheet applications.

Login to Download