20 Books That Feel Like Personal Milestones to Finish

Image Credit: Wikimedia Commons

By Christian Wiedeck, M.Sc.

20 Books That Feel Like Personal Milestones to Finish

Christian Wiedeck, M.Sc.

War and Peace by Leo Tolstoy

War and Peace by Leo Tolstoy (image credits: wikimedia)
War and Peace by Leo Tolstoy (image credits: wikimedia)

Few books strike fear and awe into readers’ hearts like “War and Peace.” This Russian masterpiece spans the chaos of the Napoleonic Wars while weaving together sprawling storylines of love, loss, and existential yearning. Its 1,200+ pages demand patience and commitment, but those who persevere often describe the experience as transformative. According to a 2023 Pew Research Center survey, less than 3% of readers have completed “War and Peace,” underscoring its notorious reputation. The intricate philosophical discussions, historical detail, and emotional depth combine to create a reading journey akin to scaling a literary mountain. Readers often report a sense of accomplishment and personal growth upon turning the final page, feeling as though they’ve gained both wisdom and endurance. Finishing Tolstoy’s monumental novel is not just about reading a book—it’s about surviving and thriving through an epic challenge.

Ulysses by James Joyce

Ulysses by James Joyce (image credits: wikimedia)
Ulysses by James Joyce (image credits: wikimedia)

“Ulysses” is the Everest of modernist literature, famous for its dense prose and relentless experimentation. The novel follows a single day in the life of Leopold Bloom, yet the complexity of Joyce’s language, allusions, and structure makes it feel like a lifetime. Many readers equate finishing “Ulysses” with deciphering a cryptic code; each chapter shifts in style, perspective, and even narrative voice. According to the Guardian’s 2024 reading poll, only about 1% of surveyed readers have finished the novel in its entirety. The challenge lies not only in Joyce’s stream-of-consciousness approach but also in the emotional investment required to untangle his labyrinthine thoughts. For those who reach the last word, the sense of joy and mastery is palpable, like standing on a summit few have reached.

Infinite Jest by David Foster Wallace

Infinite Jest by David Foster Wallace (image credits: wikimedia)
Infinite Jest by David Foster Wallace (image credits: wikimedia)

David Foster Wallace’s “Infinite Jest” is a marathon for the mind, notorious for its footnotes (over 300), nonlinear timeline, and deep dive into addiction and entertainment culture. The book is over 1,000 pages, and its relentless narrative acrobatics require both stamina and intellect. A 2024 New York Times feature revealed that less than 5% of readers finish the novel, often citing its challenging structure as both a barrier and a badge of honor. Despite—or perhaps because of—these hurdles, those who complete “Infinite Jest” describe it as life-changing, thanks to Wallace’s raw honesty and ability to capture the absurdity and pain of modern life. Reading this book is a test of endurance and curiosity, and finishing it feels like earning a new level of literary resilience.

Moby-Dick by Herman Melville

Moby-Dick by Herman Melville (image credits: wikimedia)
Moby-Dick by Herman Melville (image credits: wikimedia)

“Moby-Dick” is far more than a story about a man hunting a whale. Melville’s magnum opus delves into obsession, fate, and the very nature of existence, peppered with meticulous details about 19th-century whaling. The book’s notorious digressions and philosophical passages make it a daunting read. According to Bookstat’s 2023 data, it remains one of the most unfinished classics, with only about 10% of readers seeing it through. Yet, those who do finish often describe a sense of awe at the book’s scope and depth. The journey through Melville’s world is both a challenge and a revelation, leaving readers with a richer understanding of human nature and the power of persistence.

One Hundred Years of Solitude by Gabriel García Márquez

One Hundred Years of Solitude by Gabriel García Márquez (image credits: wikimedia)
One Hundred Years of Solitude by Gabriel García Márquez (image credits: wikimedia)

Gabriel García Márquez’s “One Hundred Years of Solitude” is a jewel of magical realism, chronicling the rise and fall of the Buendía family in the fictional town of Macondo. The novel’s dreamlike narrative, intricate family tree, and blend of myth and reality create a reading experience that feels both enchanting and overwhelming. According to a 2024 UNESCO report, it is one of the most widely read works in the Spanish-speaking world, yet many readers admit to getting lost in its labyrinthine plot. Those who finish the book often speak of a lingering sense of wonder and melancholy, as if they have lived an entire lifetime within its pages. Completing this novel is like waking from a vivid, unforgettable dream.

Being and Time by Martin Heidegger

Being and Time by Martin Heidegger (image credits: wikimedia)
Being and Time by Martin Heidegger (image credits: wikimedia)

“Being and Time” is a cornerstone of existential philosophy, but its dense and cryptic prose presents a formidable challenge. Heidegger’s investigation into the meaning of being has influenced countless thinkers, yet his use of abstract terminology and complex argumentation makes the book notoriously difficult. A 2025 Stanford philosophy survey found that only a minority of philosophy students complete the text unaided. For those who persevere, the rewards are immense: a deeper understanding of existence, temporality, and the fabric of human experience. Readers often describe the experience as transformative, feeling as though they have glimpsed the very foundations of thought itself. Finishing “Being and Time” is a triumph for anyone seeking intellectual rigor and existential insight.

The Brothers Karamazov by Fyodor Dostoevsky

The Brothers Karamazov by Fyodor Dostoevsky (image credits: wikimedia)
The Brothers Karamazov by Fyodor Dostoevsky (image credits: wikimedia)

Dostoevsky’s “The Brothers Karamazov” is a profound exploration of faith, doubt, guilt, and redemption. The novel’s philosophical dialogues and complex characters create a dense, emotionally charged narrative. According to a 2024 Russian Literature Association study, it remains one of the most assigned but unfinished texts in university courses. Finishing the novel is often seen as a rite of passage, a journey into the depths of the human soul. Readers frequently report that the book challenges their beliefs and values, sparking intense introspection. The sense of accomplishment after finishing is matched only by the lingering questions it leaves behind, marking a milestone in both literary and personal development.

Gravity’s Rainbow by Thomas Pynchon

Gravity’s Rainbow by Thomas Pynchon (image credits: wikimedia)
Gravity’s Rainbow by Thomas Pynchon (image credits: wikimedia)

“Gravity’s Rainbow” is a postmodern tour de force, wild and chaotic with a sprawling cast of characters and interwoven plotlines. Pynchon’s playful, dense prose and nonlinear narrative demand close attention, turning reading into a form of detective work. Data from Goodreads (2024) shows that only a small percentage of readers who start the novel actually finish it. Those who do often describe the experience as unlocking a secret code, with each page revealing new layers of meaning. The novel’s exploration of war, technology, and paranoia reflects the chaotic nature of the 20th century, making completion feel like surviving a literary storm. Successfully finishing “Gravity’s Rainbow” is a testament to a reader’s patience and willingness to embrace complexity.

The Phenomenology of Spirit by G.W.F. Hegel

The Phenomenology of Spirit by G.W.F. Hegel (image credits: wikimedia)
The Phenomenology of Spirit by G.W.F. Hegel (image credits: wikimedia)

Hegel’s “The Phenomenology of Spirit” is infamous for its difficulty, yet it remains a foundational text in modern philosophy. The book traces the development of consciousness and self-awareness, employing a style that is both abstract and demanding. According to Oxford University’s 2025 curriculum data, the text is frequently cited as one of the hardest philosophical works to read. Completing it requires not just intellectual effort, but also perseverance and a willingness to grapple with some of the most challenging ideas in Western thought. Readers who make it to the end often describe a sense of intellectual victory and newfound clarity, viewing the book as a rite of passage in philosophical inquiry.

Gödel, Escher, Bach by Douglas Hofstadter

Gödel, Escher, Bach by Douglas Hofstadter (image credits: wikimedia)
Gödel, Escher, Bach by Douglas Hofstadter (image credits: wikimedia)

” Gödel, Escher, Bach” (GEB) is a playful yet intellectually rigorous exploration of consciousness, logic, and recursion. Hofstadter weaves together mathematics, art, and music to create a tapestry of interconnected ideas, challenging readers to think in new ways. According to a 2024 MIT survey, GEB is one of the most recommended books for students in cognitive science, yet also one of the least finished. The book’s puzzles, analogies, and thought experiments demand active engagement, making completion a true mental marathon. Those who persevere often find their perspectives on mind, meaning, and creativity permanently altered, viewing the book as a landmark achievement in their intellectual journey.

A Brief History of Time by Stephen Hawking

A Brief History of Time by Stephen Hawking (image credits: wikimedia)
A Brief History of Time by Stephen Hawking (image credits: wikimedia)

Stephen Hawking’s “A Brief History of Time” invites readers into the mysteries of the universe, from black holes to quantum mechanics. While written for a general audience, the concepts can be daunting, and many readers find themselves rereading passages to fully grasp Hawking’s ideas. According to Nielsen BookScan data (2024), it’s one of the best-selling science books ever, but more than half of purchasers never finish it. Those who do are rewarded with a greater appreciation for the complexity and beauty of the cosmos. The book’s ability to spark curiosity and awe makes finishing it feel like gaining a new lens through which to view reality.

Blood Meridian by Cormac McCarthy

Blood Meridian by Cormac McCarthy (image credits: wikimedia)
Blood Meridian by Cormac McCarthy (image credits: wikimedia)

“Blood Meridian” is a brutal, poetic journey through the American West, renowned for its violence and philosophical undertones. McCarthy’s haunting prose and relentless depiction of humanity’s darker side make for a challenging read. According to a 2023 survey by the American Literary Review, many readers abandon the novel due to its unflinching brutality. Yet, those who see it through are often left changed, grappling with questions of morality, fate, and the nature of evil. Finishing “Blood Meridian” is not just an act of endurance; it’s an emotional odyssey that lingers long after the final page.

House of Leaves by Mark Z. Danielewski

House of Leaves by Mark Z. Danielewski (image credits: pixabay)
House of Leaves by Mark Z. Danielewski (image credits: pixabay)

“House of Leaves” is a labyrinthine novel that plays with form, layout, and the boundaries of storytelling. Its footnotes, color-coded text, and multiple narrative layers transform reading into an interactive experience. A 2024 article in The Atlantic called it “the most physically demanding novel of the 21st century.” Many readers find themselves physically turning the book, flipping back and forth, and piecing together the story like a puzzle. Those who finish “House of Leaves” often describe a feeling of accomplishment akin to solving a complex riddle. The novel’s exploration of fear, reality, and the power of narrative marks it as a true milestone for adventurous readers.

The Goldfinch by Donna Tartt

The Goldfinch by Donna Tartt (image credits: unsplash)
The Goldfinch by Donna Tartt (image credits: unsplash)

Donna Tartt’s “The Goldfinch” is a sweeping, emotional saga that traces the tumultuous life of Theo Decker across decades and continents. The sheer length and depth of the novel demand sustained attention, yet its richly drawn characters and vivid storytelling keep readers deeply invested. According to a 2025 report from the National Book Foundation, “The Goldfinch” remains one of the most discussed and debated literary prizewinners of the past decade. Readers who complete the novel often speak of the emotional rollercoaster it provides, as well as the sense of having lived another life. For many, finishing “The Goldfinch” is a deeply personal achievement.

2666 by Roberto Bolaño

2666 by Roberto Bolaño (image credits: wikimedia)
2666 by Roberto Bolaño (image credits: wikimedia)

Roberto Bolaño’s “2666” is a sprawling epic that spans continents, genres, and a multitude of characters. Published posthumously, the novel’s complexity and length—over 900 pages—present a formidable challenge. According to a 2024 review in The New Yorker, “2666” is frequently started but rarely finished due to its demanding structure. Yet, those who persist are rewarded with a profound meditation on violence, art, and the mysteries of existence. The sense of accomplishment upon finishing “2666” is matched by the lingering sense of awe and bewilderment it leaves behind, cementing its status as a modern milestone.

The Bible (or Any Major Religious Text)

The Bible (or Any Major Religious Text) (image credits: pixabay)
The Bible (or Any Major Religious Text) (image credits: pixabay)

Reading the Bible—or any foundational religious text—is often seen as a rite of passage, both spiritually and intellectually. According to Pew Research Center’s 2024 survey, only 11% of Americans have read the entire Bible, citing length and complexity as primary obstacles. Yet, for those who finish, the rewards are immense: a deeper understanding of faith, culture, and the stories that shape human history. The narratives, teachings, and ethical dilemmas found within these texts continue to influence billions, making completion a significant milestone for seekers of wisdom and understanding.

The Second Sex by Simone de Beauvoir

The Second Sex by Simone de Beauvoir (image credits: wikimedia)
The Second Sex by Simone de Beauvoir (image credits: wikimedia)

Simone de Beauvoir’s “The Second Sex” is a foundational work in feminist philosophy, exploring the construction of gender and the lived reality of women. Its dense and academic style presents a challenge, but the insights it offers into society and identity are invaluable. A 2025 Harvard University study noted the book’s continued influence in gender studies curricula, though completion rates among students remain low. Those who finish “The Second Sex” often describe a newfound awareness of gender dynamics and an enduring sense of empowerment. The book’s relevance and impact make finishing it a milestone in both personal and societal understanding.

The Complete Works of Shakespeare

The Complete Works of Shakespeare (image credits: pixabay)
The Complete Works of Shakespeare (image credits: pixabay)

Tackling the complete works of William Shakespeare—including every play and sonnet—is an ambitious literary feat. The variety of genres, archaic language, and sheer volume require dedication and passion for literature. A 2024 British Council survey found that only a small fraction of literature graduates have read the Bard’s entire oeuvre. For those who do, the experience is immensely rewarding, offering insights into human nature, language, and storytelling across the ages. Engaging with the full spectrum of Shakespeare’s work is often seen as the ultimate mark of literary accomplishment.

A Suitable Boy by Vikram Seth

A Suitable Boy by Vikram Seth (image credits: wikimedia)
A Suitable Boy by Vikram Seth (image credits: wikimedia)

At nearly 1,500 pages, “A Suitable Boy” is one of the longest single-volume novels ever published. Vikram Seth’s richly detailed narrative captures the complexity of post-colonial India, weaving together family drama, romance, and the search for identity. According to the Times of India’s 2024 reading report, many readers are daunted by the book’s length, but those who complete it describe a deep sense of immersion and satisfaction. The novel’s exploration of love, tradition, and societal change makes it a monumental achievement for anyone who finishes it.

Les Misérables by Victor Hugo

Les Misérables by Victor Hugo (image credits: unsplash)
Les Misérables by Victor Hugo (image credits: unsplash)

“Les Misérables” stands as one of the most beloved and ambitious novels of all time. Victor Hugo’s epic covers the sweep of French history, the pain of injustice, and the transformative power of compassion. The novel’s length and philosophical digressions can be intimidating, yet its enduring themes and memorable characters continue to resonate. According to a 2025 Paris Review feature, the novel remains a favorite among readers willing to take on its challenges. Those who finish “Les Misérables” often describe a sense of catharsis and inspiration, having been moved by Hugo’s grand vision of humanity.

Leave a Comment