The 100 best books about madness and the mind by men

Hamlet by William Shakespeare, Don Quixote by Miguel de Cervantes and Moby-Dick by Herman Melville lead the 100 best books about madness and the mind by men, ranked by literary regard. To start, Life Studies by Robert Lowell is the most approachable of the highly regarded books here, about 3 hours to read.

Each point of light is one of the 100, placed by how hard it is to read. The brighter, the higher it ranks. The dotted line is one way up.

100
books
782
hours to read
14
free to read here
Easy8 booksModerate24 booksChallenging41 booksDifficult25 booksVery Difficult2 books

Tap a light to see its book · tap a cluster to keep only its books

No. 1 of 100

Hamlet

William Shakespeare · 1601

Difficulty 67/1003.1 hours

Open the book
SortAs rankedEasiest firstShortest first
Readable here · 14

Hours at an average pace

Showing 100 books

About 782 hours for 100 of 100 books with measured lengths. Estimates use 250 words a minute, adjusted for each book's difficulty. At 2 hours a day, about 392 days for those books.

1–10 · 80 hours
  1. No. 1 on this list. Hamlet

    William Shakespeare · 1601

    Challenging3.1 hours

    Taught in schools: Uzbek adabiyot curriculum (Uzbekistan)

    Included in: Bokklubben World Library, Great Books of the Western World, UNESCO Collection of Representative Works

    Shakespeare invented the modern soliloquy here: a mind watching itself think, stalling, doubting, performing. Every fictional character who hesitates before acting is Hamlet's descendant.

  2. No. 2 on this list. Don Quixote

    Miguel de Cervantes · 1605

    Challenging32 hours

    Taught in schools: Hungarian literature curriculum (magyar nyelv és irodalom) (Hungary), Literatura, Diseño Curricular – Provincia de Buenos Aires (Argentina), Montenegrin literature curriculum (crnogorski jezik i književnost) (Montenegro)

    Included in: Bokklubben World Library, Great Books of the Western World

    271 syllabus appearances (60.8th percentile) undersells its actual canonical weight. Don Quixote appears on virtually every Western canon list ever compiled, from Harold Bloom's to university core curricula worldwide. It is routinely called the first modern novel and the foundational work of Western fiction. Its relatively lower syllabus count likely reflects the novel's 900+ page length making it harder to assign in survey courses.

  3. No. 3 on this list. Moby-Dick

    Herman Melville · 1851

    Difficult26 hours

    Included in: Bokklubben World Library, Great Books of the Western World

    Melville poured cetology, Shakespearean soliloquy, sermon, sea shanty, and metaphysical dread into one whaling voyage, creating a book that operates simultaneously as adventure novel, encyclopedia, and prose poem about obsession. Nothing in American literature before or since has this range of register in a single work.

  4. No. 4 on this list. On the Nature of Things

    Lucretius · c. 55 BCE

    Moderate5.5 hours

    Included in: Great Books of the Western World

    De Rerum Natura is one of the most significant surviving texts from antiquity, taught in classics, philosophy, and history of science programs at universities worldwide. It represents the fullest extant exposition of Epicurean atomism in any language and appears on virtually every list of essential classical works. Its rediscovery by Poggio Bracciolini in 1417 is credited with catalyzing Renaissance intellectual culture.

  5. One of the most important collections in postwar American poetry. 'Skunk Hour' alone secures its place in the canon.

  6. No. 6 on this list. A Streetcar Named Desire

    Tennessee Williams · 1947

    Challenging2.3 hours

    Taught in schools: AQA GCSE and A-level English Literature (UK), Cambridge IGCSE Literature in English (0475), UNAM Escuela Nacional Preparatoria – programas de Literatura (Mexico)

    Required reading in virtually every American literature curriculum, from high school through university, and among the most-produced plays in the American theater canon. It appears on nearly every 'great American plays' list alongside Death of a Salesman, and has been continuously performed since its 1947 Broadway premiere.

  7. No. 7 on this list. The Bacchae

    Euripides · c. 405 BCE

    Moderate1.3 hours

    Included in: Great Books of the Western World, Oxford World's Classics

    One of 18 surviving tragedies from Euripides, performed continuously since antiquity. Central to Greek drama syllabi worldwide, frequently translated and adapted (including Dionysus in 69, The Bacchae 2.1). Essential text for understanding both Greek tragedy's development and the cultural conflicts of 5th-century Athens. Influenced later treatments of divine-human conflict from Ovid's Metamorphoses to modern drama.

  8. Won the Pulitzer Prize, National Book Award, and National Book Critics Circle Award — the only book to win all three. Central to the American poetry canon.

  9. O'Neill dramatized his own family — the morphine-addicted mother, the alcoholic father, the doomed brother — with such lacerating honesty that he ordered the play sealed until twenty-five years after his death. The result is the most autobiographically raw masterpiece in American theater, a four-act cycle of blame and forgiveness that never grants its characters the relief of a resolution.

  10. Recognized as one of the most important and innovative plays in Western drama. A foundational text of expressionism and the avant-garde theatre.

11–20 · 47 hours
  1. No. 11 on this list. The Seagull · Anton Chekhov · 1896

    Taught in schools: Hungarian literature curriculum (magyar nyelv és irodalom) (Hungary), Russian FGOS literature standard

    One of Chekhov's four major plays and a permanent part of the world repertory and of drama syllabi. Its 1898 Moscow Art Theatre revival is the founding event of that theatre, which still carries a seagull on its curtain.

    Challenging2.1 hours

    Read now
  2. No. 12 on this list. The Raven · Edgar Allan Poe · 1845

    Taught in schools: Common Core text exemplars (Appendix B) (US)

    It is among the most anthologized American poems and a staple of school and college literature courses. It is widely taught alongside Poe's tales.

    Moderate1.1 hours

    Start this book
  3. No. 13 on this list. The Turn of the Screw · Henry James · 1898

    Taught in schools: CSEC English B – Caribbean Examinations Council

    Essential Gothic literature and James studies text; widely taught in ghost story, Victorian, and modernist courses; definitive example of narrative ambiguity and unreliable narration.

    Difficult5.5 hours

    Read now
  4. No. 14 on this list. The New York Trilogy · Paul Auster · 1987

    The New York Trilogy stands as the defining work of American postmodern noir and one of the most influential experimental novels of the 1980s. It appears consistently on syllabi for postmodern fiction, metafiction, and American literature courses, and is cited as a foundational text in discussions of the detective genre's literary transformation. Published in the US by Penguin Books (1987 combined edition), it has remained continuously in print for four decades. It appears on numerous "greatest novels" lists and is central to critical discourse on identity, authorship, and the limitations of language in contemporary fiction.

    Very Difficult19 hours

    Start this book
  5. No. 15 on this list. In Our Time · Ernest Hemingway · 1925

    In Our Time is widely taught in American literature survey courses as the foundational text of Hemingway's iceberg style. It appears on thousands of university syllabi and is the required starting point for understanding modernist short fiction in America. The Modern Library and most major American literature curricula treat it as essential.

    Challenging17 min

    Start this book
  6. No. 16 on this list. Slaughterhouse-Five · Kurt Vonnegut · 1999

    One of the most widely taught American novels of the twentieth century, in high school and university courses on war literature and postmodern fiction. Its 1969 text is the standard for anti-war reading lists.

    Moderate3.5 hours

    Start this book
  7. No. 17 on this list. Howl and Other Poems · Allen Ginsberg · 1956

    "Howl" appears on syllabi across American literature, Beat literature, 20th-century poetry, and cultural studies courses at universities worldwide. It is included in virtually every major American poetry anthology and is among the handful of postwar poems recognizable by name to a general educated audience. The 1957 obscenity trial cemented its cultural position as a defining document of the era.

    Challenging43 min

    Start this book
  8. No. 18 on this list. The Tell-Tale Heart · Edgar Allan Poe · 1843

    Taught in schools: Pacific Senior Secondary Certificate – English

    It is recommended reading in the Pacific Senior Secondary Certificate English curriculum and is among the most widely taught American short stories in schools worldwide, comparable to Gatsby's classroom ubiquity in its own form.

    Moderate32 min

    Start this book
  9. No. 19 on this list. The Sandman · E.T.A. Hoffmann · 1816

    The Sandman is canonical in German literature courses, Romantic literature surveys, Gothic fiction studies, and psychoanalytic literary criticism worldwide. Freud's 1919 essay 'The Uncanny' uses it as the central specimen, ensuring its presence on psychoanalysis and literary theory syllabi for over a century. While it lacks the broad English-language curriculum presence of Frankenstein or Great Expectations, it is effectively required reading in any serious study of German Romanticism, the Gothic tradition, or the history of uncanny fiction.

    Difficult1.8 hours

    Start this book
  10. No. 20 on this list. In the Heart of the Heart of the Country · William Gass · 1968

    In the Heart of the Heart of the Country was first published in 1968 and immediately positioned Gass — alongside Barth, Pynchon, and Coover — as a founding figure of American postmodern fiction. The NYRB Classics reprint with an introduction by Joanna Scott confirms its place in the American literary canon. It is taught in graduate programs in literary fiction and cited in essays on American experimental prose. Its canonical position is more secure in academic contexts than in general readership, placing it below Invisible Man or Blood Meridian but above most of its experimental contemporaries.

    Very Difficult13 hours

    Start this book
21–30 · 159 hours
  1. No. 21 on this list. One Flew Over the Cuckoo's Nest · Ken Kesey · 1962

    Taught in schools: AQA GCSE and A-level English Literature (UK)

    The novel stands as a defining countercultural text of the 1960s, regularly taught in high schools and universities. Its critique of institutional conformity and exploration of sanity as social construct secured permanent placement in American literary canon. The work shaped cultural conversation about psychiatric power and individual freedom.

    Challenging8.3 hours

    Start this book
  2. No. 22 on this list. Benito Cereno · Herman Melville · 1855

    One of the most taught American novellas, central to literary discussions of race, slavery, and narrative perspective.

    Moderate1.7 hours

    Start this book
  3. No. 23 on this list. Exercises in Style · Raymond Queneau · 1947

    A cornerstone text of postwar French avant-garde literature and the OuLiPo tradition, widely assigned in literary theory and creative writing courses. Not a household classic in the manner of Camus but firmly enshrined in academic and experimental-fiction canons worldwide.

    Challenging2.1 hours

    Start this book
  4. No. 24 on this list. V. · Thomas Pynchon · 1963

    V. appears on hundreds of university syllabi in American literature, postmodernism, and world fiction courses, and is consistently ranked among the essential American novels of the twentieth century by critics and scholars. It appears on the Modern Library 100 Best Novels list and Time magazine's All-TIME 100 Novels. Less universally assigned than Pynchon's Gravity's Rainbow in terms of academic prestige, but the more frequently taught first novel in postmodern American fiction sequences.

    Difficult25 hours

    Start this book
  5. No. 25 on this list. Life & Times of Michael K · J.M. Coetzee · 1983

    Taught in schools: UNAM Escuela Nacional Preparatoria – programas de Literatura (Mexico)

    Life and Times of Michael K won the Booker Prize in 1983 and stands as a foundational text in postcolonial literature. Its examination of apartheid South Africa, individual resistance, and the ethics of fiction has secured its place in literary canons alongside Coetzee's other major works. Frequently taught in universities and cited in critical literature.

    Challenging5.2 hours

    Start this book
  6. No. 26 on this list. What We Talk About When We Talk About Love · Raymond Carver · 1981

    What We Talk About When We Talk About Love is a fixture of creative writing programs and American literature syllabi worldwide. It is the single most-cited example of literary minimalism and appears on virtually every 'essential short story collections' list. The title story alone is anthologized so frequently it functions as a standalone canonical text.

    Moderate2.4 hours

    Start this book
  7. No. 27 on this list. The Good Soldier · Ford Madox Ford · 1915

    Appears on 473 university syllabi (67th percentile in Open Syllabus), placing it firmly in the modernist teaching canon alongside Conrad and early Lawrence. Listed on the Modern Library 100 Best Novels. A standard text in courses on British modernism and narrative technique, though less universally assigned than Woolf or Joyce.

    Challenging7 hours

    Read now
  8. No. 28 on this list. Infinite Jest · David Foster Wallace · 1996

    A gargantuan, mind-altering comedy about the Pursuit of Happiness in America Set in an addicts' halfway house and a tennis academy, and featuring the most endearingly screwed-up family to come along in recent fiction, Infinite Jest explores essential questions about what entertainment is and why it has come to so dominate our lives; about how our desire for entertainment affects our need to connect with other people; and about what the pleasures we choose say about who we are. Equal parts philosophical quest and screwball comedy, Infinite Jest bends every rule of fiction without sacrificing for a moment its own entertainment value. It is an exuberant, uniquely American exploration of the passions that make us human - and one of those rare books that renew the idea of what a novel can do.

    Difficult70 hours

    Start this book
  9. No. 29 on this list. Our Mutual Friend · Charles Dickens · 1865

    Our Mutual Friend is a fixture of Victorian literature courses at universities worldwide, typically assigned alongside Great Expectations and Bleak House in advanced English studies. Wikipedia articles for the novel exist in dozens of languages, reflecting its global canonical standing. It consistently appears on critics' lists of Dickens's greatest works and in syllabi covering 19th-century social fiction.

    Difficult35 hours

    Read now
  10. No. 30 on this list. Miss Julie · August Strindberg · 1888

    Miss Julie is required reading in virtually every drama curriculum globally and taught widely in comparative literature and theatre history courses. It is one of a handful of nineteenth-century plays — alongside works by Ibsen and Chekhov — that appear on nearly every list of essential modern drama. No syllabus data was available in the database, but its presence in world theatre canons is unambiguous.

    Challenging2 hours

    Start this book
31–40 · 64 hours
  1. No. 31 on this list. The Queen of Spades

    Alexander Pushkin · 1834

  2. No. 32 on this list. The Mystery of Edwin Drood

    Charles Dickens · 1870

  3. No. 33 on this list. A Grain of Wheat

    Ngugi wa Thiong'o · 1967

    Included in: Heinemann African Writers Series

  4. No. 34 on this list. Vertigo

    W.G. Sebald · 1990

  5. No. 35 on this list. Watt

    Samuel Beckett · 1953

  6. No. 36 on this list. Salammbô

    Gustave Flaubert · 1862

  7. No. 37 on this list. Eugénie Grandet

    Honoré de Balzac · 1833

  8. No. 38 on this list. Childhood

    Leo Tolstoy · 1852

  9. No. 39 on this list. The Setting Sun

    Osamu Dazai · 1947

  10. No. 40 on this list. Ill Seen Ill Said

    Samuel Beckett · 1981

41–50 · 59 hours
  1. No. 41 on this list. Field Work

    Seamus Heaney · 1979

    Taught in schools: WJEC/Eduqas GCSE and A-level English Literature (UK)

  2. No. 42 on this list. The Day of the Locust

    Nathanael West · 1939

  3. No. 43 on this list. Ward No. 6

    Anton Chekhov · 1892

  4. No. 44 on this list. The Gambler

    Fyodor Dostoevsky · 1867

  5. No. 45 on this list. House of Glass

    Pramoedya Ananta Toer · 1988

  6. No. 46 on this list. Nova

    Samuel R. Delany · 1968

  7. No. 47 on this list. Aura

    Carlos Fuentes · 1962

  8. No. 48 on this list. Treacle Walker

    Alan Garner · 2022

  9. No. 49 on this list. Cronopios and Famas

    Julio Cortázar · 1962

    Taught in schools: Literatura, Diseño Curricular – Provincia de Buenos Aires (Argentina), UNAM Escuela Nacional Preparatoria – programas de Literatura (Mexico)

  10. No. 50 on this list. The Berlin Stories

    Christopher Isherwood · 1945

51–60 · 60 hours
  1. No. 51 on this list. Spring Snow

    Yukio Mishima · 1969

    Included in: UNESCO Collection of Representative Works

  2. No. 52 on this list. Return to Haifa

    Ghassan Kanafani · 1969

    Taught in schools: Moroccan secondary Arabic literature (Morocco)

  3. No. 53 on this list. The Father

    August Strindberg · 1887

  4. No. 54 on this list. The Piazza Tales

    Herman Melville · 1856

  5. No. 55 on this list. The Truce

    Primo Levi · 1963

  6. No. 56 on this list. Goodbye, Columbus

    Philip Roth · 1960

  7. No. 57 on this list. The Palace of Dreams

    Ismail Kadare · 1981

  8. No. 58 on this list. Naomi

    Jun'ichirō Tanizaki · 1924

  9. No. 59 on this list. The Blind Owl

    Sadegh Hedayat · 1937

  10. No. 60 on this list. Dangling Man

    Saul Bellow · 1944

61–70 · 83 hours
  1. No. 61 on this list. Quincas Borba

    Machado de Assis · 1891

    Included in: Biblioteca Ayacucho, UNESCO Collection of Representative Works

  2. No. 62 on this list. Pierre and Jean

    Guy de Maupassant · 1888

  3. No. 63 on this list. VALIS

    Philip K. Dick · 1981

  4. No. 64 on this list. A Brief History of Seven Killings

    Marlon James · 2015

  5. No. 65 on this list. The Sandman

    Neil Gaiman · 1989

  6. No. 66 on this list. The Land at the End of the World

    Antonio Lobo Antunes · 1979

  7. No. 67 on this list. Manon Lescaut

    Abbé Prévost · 1731

    Taught in schools: Programme de français, lycée général et technologique (France)

  8. No. 68 on this list. The Nickel Boys

    Colson Whitehead · 2019

  9. No. 69 on this list. Tenth of December

    George Saunders · 2013

  10. No. 70 on this list. At the Mountains of Madness

    H.P. Lovecraft · 1936

71–80 · 47 hours
  1. No. 71 on this list. One, No One and One Hundred Thousand

    Luigi Pirandello · 1926

  2. No. 72 on this list. Journey to the Center of the Earth

    Jules Verne · 1864

  3. No. 73 on this list. Loving

    Henry Green · 1945

  4. No. 74 on this list. Sabbath's Theater

    Philip Roth · 1995

  5. No. 75 on this list. Batman: The Dark Knight Returns

    Frank Miller · 1986

  6. No. 76 on this list. Monster

    Walter Dean Myers · 1999

  7. No. 77 on this list. Henry IV

    Luigi Pirandello · 1922

  8. No. 78 on this list. The Golovlyov Family

    Mikhail Saltykov-Shchedrin · 1880

  9. No. 79 on this list. Timon of Athens

    William Shakespeare · 1623

    Included in: Great Books of the Western World

  10. No. 80 on this list. The Luzhin Defense

    Владимир Владимирович Набоков · 1930

81–90 · 85 hours
  1. No. 81 on this list. Money: A Suicide Note

    Martin Amis · 1984

  2. No. 82 on this list. The Book of Daniel

    E.L. Doctorow · 1971

  3. No. 83 on this list. The Dream of a Ridiculous Man

    Fyodor Dostoevsky · 1877

  4. No. 84 on this list. Garden, Ashes

    Danilo Kiš · 1965

  5. No. 85 on this list. The Birds

    Tarjei Vesaas · 1957

    Included in: UNESCO Collection of Representative Works

  6. No. 86 on this list. The Visit of the Royal Physician

    Per Olov Enquist · 1999

  7. No. 87 on this list. The Spire

    William Golding · 1964

  8. No. 88 on this list. Baron Wenckheim's Homecoming

    László Krasznahorkai · 2016

  9. No. 89 on this list. The Drowned World

    J.G. Ballard · 1962

  10. No. 90 on this list. The Killer Angels

    Michael Shaara · 1975

    Taught in schools: Common Core text exemplars (Appendix B) (US)

91–100 · 97 hours
  1. No. 91 on this list. Murphy

    Samuel Beckett · 1938

  2. No. 92 on this list. The Black Echo

    Michael Connelly · 1992

  3. No. 93 on this list. The Call of Cthulhu and Other Stories

    H.P. Lovecraft · 1928

  4. No. 94 on this list. Auto-da-Fé

    Elias Canetti · 1935

  5. No. 95 on this list. Falling Man

    Don DeLillo · 2007

  6. No. 96 on this list. Under the Volcano

    Malcolm Lowry · 1947

  7. No. 97 on this list. Rumours of Rain

    André Brink · 1978

  8. No. 98 on this list. Dog Soldiers

    Robert Stone · 1975

  9. No. 99 on this list. Flaubert's Parrot

    Julian Barnes · 1984

  10. No. 100 on this list. Enduring Love

    Ian McEwan · 1997

About this list

These 100 books are the highest-scoring eligible books about madness and the mind by men currently in the catalogue. About 782 hours of reading in all. Difficulty runs from 53 to 70 out of 100 for the middle half of the list; the summit is The New York Trilogy at 87.

This list is ranked by literary regard, with a consistent order for equal scores. Membership follows authors and co-authors, not translators or editors. A book is here when ReadingRate files it under Madness & the Mind as one of its primary reading domains, at a confidence of 0.8 or more. Catalogue coverage and the historical canon both limit what this list can represent.

When we matched the Canons dataset to our catalogue in October 2026, our canonical-status scores rose with the number of school curricula, publisher series and lists in it that cite a work: the median score was 72 for books one such source cites, 84 at two, 88 at three, 92 at four and 93 at five or more. Prizes are left out of that count. Outside the state curricula, the dataset’s sources choose mostly from what has been translated into English or French, so it is a weaker check on other literatures. Source: Canons (Andrew Piper), CC BY 4.0

Questions people actually ask

What are the best books about madness and the mind by men?
By literary regard, which weighs canonical status, critical standing and influence: Hamlet by William Shakespeare, Don Quixote by Miguel de Cervantes, Moby-Dick by Herman Melville, On the Nature of Things by Lucretius and Life Studies by Robert Lowell. ReadingRate ranks 100 such books, each with a difficulty score and a reading-time estimate.
Which books about madness and the mind by men should I read first?
Start from difficulty, not from rank. The most approachable books on this list that still carry top literary regard are Life Studies by Robert Lowell (about 3 hours), The Tell-Tale Heart by Edgar Allan Poe and The Raven by Edgar Allan Poe.
What are the shortest of the best books about madness and the mind by men?
Among the top 25, the shortest are In Our Time by Ernest Hemingway (about 17 min), Howl and Other Poems by Allen Ginsberg (about 43 min) and The Tell-Tale Heart by Edgar Allan Poe (about 32 min), at an average pace of 250 words a minute adjusted for each book's difficulty.
Which of the best books about madness and the mind by men are the established classics?
By canonical status, how firmly a book sits in curricula, anthologies and the canon: Hamlet by William Shakespeare, Moby-Dick by Herman Melville, Don Quixote by Miguel de Cervantes, The Bacchae by Euripides and Long Day's Journey into Night by Eugene O'Neill.
Can I read any of these books about madness and the mind by men for free?
14 of the 100 open in ReadingRate's reader with a free account, from public-domain editions: Hamlet, Moby-Dick, The Bacchae, The Seagull, The Turn of the Screw and 9 more.
How long would it take to read the top ten?
About 80 hours, at an average pace of 250 words a minute adjusted for each book's difficulty: 41 days at two hours a day. Set your own pace on the page and the list's reading times change to it.
How hard are books about madness and the mind by men to read?
Most of this list sits between 53 and 70 on ReadingRate's 100-point difficulty scale, where 40 to 55 is moderate. The summit is The New York Trilogy at 87. Every entry carries its own score, so a reader can pick a great book at a difficulty they will finish.
How is this list ranked?
On literary-regard data: how canonically established a work is, its critical standing, and its influence on later writing. It is not a readers’ poll, which is why recent bestsellers rarely appear. Membership follows authors and co-authors, not translators or editors. Lists by country, author, period, theme or difficulty keep to literature (fiction, poetry, drama and philosophy), their novels, poems and plays first and their philosophy after them; a list of a kind of book, such as memoir or criticism, keeps every book of that kind. Every list holds at most three works by one author. A book is here when ReadingRate files it under Madness & the Mind as one of its primary reading domains, at a confidence of 0.8 or more.