Connect with us

Hi, what are you looking for?

Books

10 Classic Books That Won’t Put You to Sleep—From an English Student

Books deemed “classics” have a reputation for being unbearably boring, but these 10 recommendations will have you rethinking and rereading these timeless stories.

Illustration by Allison Keenan

What do you think of when you hear the word “classics”? Most people immediately think of long books with difficult writing and pretentious plotlines. Although this stereotype is not entirely false, most classic books are just as much page-turners as the books trending on BookTok. 

Classic books are labeled as stories that people “must read” to completely understand the world of literature. The feeling of societal pressure rather than personal enjoyment has given an exhausting stigma to reading classics .

The stress to keep classic books on the TBR shelf and never log them on your Goodreads account is the direct result of this lifeless stereotype towards literature. Yet, many of these stories have impacted popular books and tropes that we all know and love! Classics have always been the foundation of society’s culture, and that is still the case for today’s popular media. 

Let my experience as an English student who has read nearly every seemingly pretentious book provide 10 recommendations for classics that are worth your time. 

The Odyssey by Homer (~750 BCE)

Penguin Classics cover of The Odyssey with blue wave patterns on the front.
The Odyssey by Homer. (Credit: Amazon)

Yes, I know that this list starts with an epic poem not even from this calendar era. But the Odyssey might be one of the most timeless stories on this list. The epic poem is sequel to Homer’s other epic, the Illiad, which you don’t have to read to understand the Odyssey. The story follows Odysseus as he travels home from the Trojan War. 

Odysseus and his ship’s crew are faced with mythical creatures and the wrath of the Greek pantheon of gods. One of the more culturally relevant sections of the epic poem is his encounter with the sorceress, Circe. The minor goddess is influential in modern media, even receiving a retelling in Madeline Miller’s critically acclaimed book, Circe. Circe is part of the popular BookTok genre of Greek mythology retellings, and the Odyssey is the source material for many of these stories. 

Most action-packed books and movies across Western history use the hero’s journey narrative structure. This popular concept plants its roots in the Odyssey, as well as many other ancient texts. Without Homer’s epic poem, your favorite series like Harry Potter and Star Wars would not exist. 

Buy on Amazon or Bookshop

Pride and Prejudice by Jane Austen (1813)

Regency era woman reading a book on the cover of the Penguin Classics version of Pride and Prejudice
Pride and Prejudice by Jane Austen. (Credit: Amazon)

If you’re a fan of romance books or are active on BookTok, chances are you’re familiar with the enemies-to-lovers trope. Although the trope has been around since the creation of Greek myths, Jane Austen popularized and refined the love story device in Pride and Prejudice

The 19th-century novel centers around Elizabeth Bennet and Mr. Darcy as their relationship moves from initial hatred to romance. The tension between the two characters makes it quintessential to the construction of the enemies-to-lovers trope. 

The Regency era aesthetic infused in this book, as well as Jane Austen’s writing as a whole, has been recently recirculating in pop culture due to Netflix’s Bridgerton. The historical romance and pastel colors in the show reflect Austen’s love stories. The dreamy aesthetic combined with the rivalry romance solidifies this book as a lively classic to devour in your free time! 

Buy on Amazon or Bookshop

Jane Eyre by Charlotte Brontë (1847)

Gothic woman on the cover of the Penguin Classics version of Jane Eyre.
Jane Eyre by Charlotte Brontë. (Credit: Amazon)

Jane Eyre is a gothic novel that follows the titular Jane Eyre, a self-reliant woman who becomes a governess at Thornfield Hall. At Thornfield, she falls in love with the mysterious Mr. Rochester. 

Jane comes from a troubled childhood as a girl who was misunderstood by those around her. The Brontë sisters, Charlotte, Emily, and Anne, are some of the originating writers of “sad girl literature.” This subgenre centers on melancholic, intellectual women who stand out against the ordinary. Popular authors such as Sally Rooney and Ottessa Moshfegh infuse their books with these gothic heroine character traits. 

Not only did Brontë pave the way for nuanced portrayals of independent women, but her depiction of the gothic romance is also a modern trend. The brooding male love interest with dark secrets is embodied in the character of Mr. Rochester. His presence creates a shroud of mystery around this binge-worthy forbidden romance.

Buy on Amazon or Bookshop 

Wide Sargasso Sea by Jean Rhys (1966)

Ethereal woman in the sea on the cover of the classic book Wide Sargasso Sea.
Wide Sargasso Sea by Jean Rhys. (Credit: Amazon)

Published over a century after Jane Eyre, Wide Sargasso Sea is a feminist and postcolonial retelling of the Brontë novel. It focuses on the character of Antoinette as she transforms into Bertha, Mr. Rochester’s mad wife in the attic. 

Acting as a significant retelling of one of the most influential classics of all time, Wide Sargasso Sea is a cornerstone in the tradition of literary reimaginings. Jean Rhys contributed to the movement of feminist retellings, where authors began to provide a voice for the voiceless. Historical fiction and mythology-inspired books trending today carry on this movement. 

I highly recommend reading Jane Eyre and Wide Sargasso Sea as a duo together! The complexities of identity for women of different ethnicities and the subversion of various tropes between both books will have you feeling like an intellectual without making you take a nap. 

Buy on Amazon or Bookshop

The Scarlet Letter by Nathaniel Hawthorne (1850)

Ornate, red cover of the 19th century classic The Scarlet Letter.
The Scarlet Letter by Nathaniel Hawthorne. (Credit: Amazon)

The Scarlet Letter takes readers back in time to 17th-century Puritanical Massachusetts. Although the Salem Witch Trials takes place 50 years in the future, readers can see its beginnings take root. This book contains the themes of misogyny and the wrongful villainization of women that surround the infamous trials. 

Nathaniel Hawthorne wrote this book to confront his Puritan ancestry and his great-great-grandfather, John Hathorne, who was the judge during the Salem Witch Trials. The book explores the hypocrisy of religion being used as a tool of oppression through Hester Prynne. Hester is punished for adultery because she gave birth to her daughter out of wedlock, forcing her to wear a scarlet “A” for her entire life. 

This book is an engaging feminist read with clear lines of inspiration for other pieces of media that speak out against sexism. Easy A, starring Emma Stone, is a modern reimaging of The Scarlet Letter as it shows how easily it is for women to become ostracized because of their sexuality. 

Buy on Amazon or Bookshop

Little Women by Louisa May Alcott (1868)

Floral, vintage green cover of the American classic Little Women.
Little Women by Louisa May Alcott. (Credit: Amazon)

In my opinion, Little Women is the most timeless of classics. It’s super easy to read because of its recognizable themes and relatable characters. I’m sure at least once in your life, you’ve heard someone call themselves a “Jo” or an “Amy” based on the distinct sisters.

The coming-of-age book follows the four complex March sisters—Meg, Jo, Beth, and Amy—as they move from girlhood into adulthood. The exploration of gender roles in the story is still relevant to feminist discussions today. 

There have been 7 movie adaptations and countless book retellings of the beloved classic. More recently, Blue Sisters by Coco Mellors has been trending for its moving depiction of sisterhood. The popular book parallels the sister dynamics of Little Women and provides a fresh, modern take.

Buy on Amazon or Bookshop

The Great Gatsby by F. Scott Fitzgerald (1925)

Mystical face on a vintage blue background is the cover of American classic book The Great Gatsby.
The Great Gatsby by F. Scott Fitzgerald. (Credit: Amazon)

Recently celebrating its 100th anniversary, The Great Gatsby is a lively portrayal of the 1920s Jazz Age. Nick Carraway narrates the book as he recently moves to Long Island. There, he strikes up a friendship with the elusive Jay Gatsby, who throws lavish parties with the ulterior motive of reaching his past lover, Daisy Buchanan. 

The Great Gatsby is largely driven by dialogue, and with less than 200 pages, it is a quick read. The book is full of party scenes and entertaining characters, so crossing this classic off your list won’t be an exhausting chore. 

The depiction of the Roaring 20s in the book is iconic! As society entered the 2020s, The Great Gatsby started to rise even greater in popularity, with events and parties being themed after the book. Many readers go as far as to say that this book is the “Great American Novel” because it is so quintessential to pop culture.

Buy on Amazon or Bookshop

Mrs. Dalloway by Virginia Woolf (1925)

Floral cover of the literary classic Mrs. Dalloway.
Mrs. Dalloway by Virginia Woolf. (Credit: Amazon)

Mrs. Dalloway was released in the same year as The Great Gatsby, and both share similar themes. The two books portray partying and social classes in the 1920s, but Virginia Woolf takes a different narrative path from F. Scott Fitzgerald. Woolf imbues her story with feminist and psychological insights that make her book truly complex. 

The titular character, Clarissa Dalloway, opens the book with the iconic line, “Mrs. Dalloway said she would like to buy the flowers herself.” From there, Woolf uses a stream of consciousness style of narration that was innovative for its time. Through this style, readers get to experience the innermost thoughts of the characters, making it an unforgettable read!

The introspective look into human relationships and societal expectations, specifically for women, provides readers with a powerful message. The Academy Award-winning film The Hours takes direct inspiration from Mrs. Dalloway, showing how the book’s themes will always be applicable no matter the decade. Since Virginia Woolf is one of my favorite authors, this is one of her many books that I would recommend!

Buy on Amazon or Bookshop

The Hobbit by J.R.R. Tolkien (1937)

A dragon guards a pile of gold on the cover of the classic fantasy book The Hobbit.
The Hobbit by J. R. R. Tolkien. (Credit: Amazon)

Calling all fantasy lovers, this one is for you! The Hobbit is one of the earliest fantasy books to be written for an audience of all ages. Before its release, the genre was considered immature and exclusively for children. Tolkien constructed the world of Middle-earth to popularize fantasy for a wide audience, drawing inspiration from global folklore and mythology. 

The Hobbit is a story full of adventure as Bilbo Baggins—a hobbit—and Gandalf—a wizard—help a crew of dwarves set out on a quest to reclaim their home that a dragon stole. If that doesn’t sound like trademark fantasy, I don’t know what does! In the book, Tolkien pioneered many of the magical creatures we all know and love, such as hobbits and the typical image of elves. 

The massive influence of The Hobbit entirely attributes to the modern obssession with fantasy books. Without the book, epic plotlines, immersive world-building, and the found-family trope would not be as common in today’s fantasy stories. Even BookTok author Sarah J. Maas claimed that Tolkien’s books inspired her famous fantasy series.

Buy on Amazon or Bookshop

1984 by George Orwell (1949)

A large blue eye expands the cover of the dystopian class 1984.
1984 by George Orwell. (Credit: Amazon)

1984 made the dystopian genre famous, and it has been growing even more relevant in today’s society. Themes of government surveillance, propaganda, and loss of individualism have always resonated deeply with readers, granting the book a timeless quality. 

The story follows Winston Smith, who rebelled against his totalitarian government in 1984. In this future, the right to privacy will be disregarded as the government will invade every aspect of life. Ironically, this book is a victim of book bans in the United States as the plot focuses on how governments censor and restrict information. 

Books such as The Hunger Games and Never Let Me Go reflect the modern appeal of dystopian literature. The desire to ponder real-life anxieties through a fictional world is essential to the power that 1984 possesses. This thrilling book is guaranteed to make you rethink everything you thought you knew.

Buy on Amazon or Bookshop

Get Out and Read!

The intimidating world of classic literature seems a though where falling asleep halfway through a sentence is a reality. Even as a student who loves to read these books, I still feel like I’m pressured to crack open a 1,000-page, densely written book just so I can feel validated as a reader. Yet, these stories should be treated as ageless reflections of storytelling rather than punishment. 

I hope you use my trusted expertise to work up the courage to pick up and read that classic that has been sitting on your TBR shelf, slowly collecting dust. Classics are classics for a reason. Who knows, maybe that “boring” book from the 19th century will become your next favorite read! 

Avatar photo
Written By

Lilly is a student at Bellarmine University studying English and Film Studies. She is incredibly passionate about literature and creative writing, publishing her pieces in literary magazines. Lilly can be found with her nose firmly planted in a book while sipping on an iced chai latte.

9 Comments

9 Comments

  1. Shado

    April 29, 2025 at 7:02 pm

    Thanks a lot for the list, will definitely check some out

    • Mike

      April 30, 2025 at 11:46 pm

      Any other book by Austen would beat Homer for readability. In fact, if you are including translations of foreign books, War and Peace or Anna Karinana move along much better than Homer. Just read summaries of Homer. As for Sargasso, it’s interesting to see that the madness in Jane Eyre is possibly mostly a culture clash with the craziness of the expatriate life in West Indies but if you haven’t read Eyre in several years you don’t see how it fits together. As for readability, again, Sargasso and Scarlet Letter are much more turgid than anything by Austen or Tolstoy.

  2. Jerry

    April 30, 2025 at 6:35 am

    A Tale of Two Cities

  3. Azem

    April 30, 2025 at 2:00 pm

    1984 novel by G.Orwell…I read….Jane novel…yes…
    Other books I will try to read.
    Okay

    • Nicholas Glueck

      May 1, 2025 at 6:56 am

      To kill a mockingbird

  4. Mike

    April 30, 2025 at 11:49 pm

    Dalloway is a great book but I am not sure what Woolf is doing by inhabiting the minds of the characters is that easy for most people.

  5. Mike Blake

    May 1, 2025 at 1:26 pm

    Sargasso Sea turgid? Um, not for me, and it introduced me to Rhys, a great find IMHO. Try her please. So sad!

    Just reread 1984. What can I say. Make it 2025, were nearly there. So depressing.

  6. Santos Fernandez

    May 1, 2025 at 5:45 pm

    List is way off.
    Huckleberry Finn,
    The Time Machime,
    Twenty Thousand Leagues Under the Sea,The Hunchback of Notre Dame,The works of Poe,Mobey Dick,A Tale of Two Cities and a list that goes on ad infinitum

  7. Jeffery

    May 2, 2025 at 5:31 am

    Clearly a woman’s list. Anything by Jane Eyre bores me.

Leave a Reply

Your email address will not be published. Required fields are marked *

Support Real Ones. Fund the Future.

If you read this far, you get it: young voices matter. At TRILL, every story is written by emerging writers telling the truth in a media landscape that too often silences them.

We run ads, yeah. But they don’t run us. We’re independent, mission-driven, and powered by people who believe young storytellers deserve more than just “exposure.”

Your donation goes straight to mentorship, editorial support, and launching the next wave of Gen Z writers into media careers that matter.

If that matters to you, chip in. Even $5 helps keep TRILL free, fearless, and independent.

Donate Now →

You May Also Like

Culture

In an age where curiosity is mocked and complexity dismissed, reclaiming “pretentiousness” as a bold act of intellectual engagement has never been more vital.

Books

Recently there has been a surge of similar looking book covers, particularly in romance and fantasy genres. What is behind this phenomenon?

Books

Before diving into the We Were Liars Prime TV adaptation, explore the brilliant writing that sparked the worldwide phenomenon.

Books

Need a fix after The White Lotus? Check out our curated White Lotus book recommendations for your next read.