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Books like The Great Gatsby

A glittering, champagne-soaked tragedy about the hollow pursuit of an impossible past. These 12 books are the closest matches in mood, pace and themes, with what each one shares with The Great Gatsby.

  • glamorous
  • melancholic
  • feverish
  • hollow
  • opulent
  1. 01

    This Side of Paradise

    Francis Scott Fitzgerald

    A glittering, melancholic portrait of a generation waking up from the intoxicating dream of youth to find themselves adrift.

    Shares:
    • melancholic
    • cynical
  2. 02

    The Beautiful and Damned

    F. Scott Fitzgerald

    A glittering, slow-motion trainwreck of a marriage drowning in champagne and squandered potential.

    Shares:
    • glamorous
    • melancholic
    • cynical
  3. 03

    Winter Dreams

    F. Scott Fitzgerald

    A glittering, heartbreaking meditation on the beautiful, hollow illusions we chase in the name of love and ambition.

    Shares:
    • melancholic
    • wistful
    • the illusion of the American Dream
  4. 04

    Tender is the Night

    Francis Scott Fitzgerald

    A sun-drenched, tragic portrait of beautiful people slowly destroying each other on the French Riviera.

    Shares:
    • glamorous
    • melancholic
    • cynical
    • elegiac
  5. 05

    Revolutionary road

    Richard Yates

    A beautiful, remorseless portrait of a marriage suffocating under the opulent desolation of 1950s suburban life.

    Shares:
    • opulent
    • ironic
  6. 06

    An American Tragedy

    Theodore Dreiser

    A slow-motion tragedy of ambition and moral cowardice that dissects the darkest, most desperate corners of the American Dream.

    Shares:
    • the illusion of the American Dream
  7. 07

    The Age of Innocence

    Edith Wharton

    A devastatingly elegant dissection of unspoken desires and the crushing weight of polite society.

    Shares:
    • melancholic
    • opulent
    • ironic
  8. 08

    The Scarlet Letter

    Nathaniel Hawthorne · 1871

    A heavy, atmospheric descent into the suffocating grip of public shame and the quiet rebellion of a woman who refuses to be broken by it.

    Feels:
    • oppressive
    • brooding
    • claustrophobic
  9. 09

    Hudson River bracketed

    Edith Wharton

    A sweeping, melancholic exploration of a young writer's awakening and the heavy, beautiful cost of artistic and romantic entanglement.

    Shares:
    • melancholic
  10. 10

    Daisy Miller

    Henry James

    A sun-drenched, gossipy stroll through European high society that slowly tightens into a tragic clash of innocence and rigid tradition.

    Shares:
    • melancholic
    • ironic
    • observational
  11. 11

    Jazz

    Toni Morrison

    A syncopated, intoxicating plunge into the vibrant chaos of 1920s Harlem and the haunting echoes of the past.

    Shares:
    • melancholic
  12. 12

    The Thin Man

    Dashiell Hammett

    A sparkling, gin-soaked romp through 1930s New York where the banter is as deadly as the bullets.

    Shares:
    • glamorous
    • cynical

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