39 books like The 50 Greatest Love Letters of All Time

By David Lowenherz,

Here are 39 books that The 50 Greatest Love Letters of All Time fans have personally recommended if you like The 50 Greatest Love Letters of All Time. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of The Stories of John Cheever

Sameer Pandya Author Of Members Only

From my list on men who can’t get their sh*! together.

Why am I passionate about this?

For whatever reason, I have always been interested in sad men. Successful men can be boring. It is failure, and how men manage it when success is the primary marker of masculinity, that I find interesting as a subject for fiction. Even when I was in my 20s, I liked reading novels about men suffering mid-life crisis. And now that I am squarely in middle age, novels that were about the future are now novels about the present.    

Sameer's book list on men who can’t get their sh*! together

Sameer Pandya Why did Sameer love this book?

I have returned to many of these stories over and over again through the years—for Cheever’s prose, for his sense of what makes men tick. On one level, I can’t quite relate to white suburban husbands in upstate New York in the 1950s and 60s. And yet, somehow, they seem profoundly familiar. 

By John Cheever,

Why should I read it?

5 authors picked The Stories of John Cheever as one of their favorite books, and they share why you should read it.

What is this book about?

John Cheever's Collected Stories explores the delicate psychological frameworks of 20th century suburbia.

WITH AN INTRODUCTION BY HANIF KUREISHI

This outstanding collection by Pulitzer Prize-winning novelist John Cheever shows the power and range of one of the finest short story writers of the last century. Stories of love and of squalor, they include masterpieces such as 'The Swimmer' and 'Goodbye, My Brother' and date from the time of his honourable discharge from the Army at the end of the Second World War.


Book cover of Cathedral

Frances Park Author Of That Lonely Spell

From my list on collections for eclectic readers.

Why am I passionate about this?

I’m a Korean American author who believes life is too short to read books that bore you, classics or otherwise. I’ve always had eclectic tastes and like to pick out books the way customers choose bonbons at my chocolate shop (which I’ve co-owned since 1984). And while I do read and often write longer works, I’ve always preferred to fall into a world from the opening line and bow out soon thereafter. By nature, I’m a minimalist – and maybe don’t have the greatest attention span – so I’m in awe of short works that stand on their own. They’re just more dramatic and memorable to me.

Frances' book list on collections for eclectic readers

Frances Park Why did Frances love this book?

Every work I’ve read by Carver reminds me of his singular gift; others may write in the same vein by creating stories with characters whose cigarettes and drinks lure them deeper into their desperation. But these writers, however good, lack the gift, the blood, to run so deeply that, well, one line in and you’re haunted. This particular collection contains my two favorite Carver stories: “Cathedral” and “A Small, Good Thing.” Indeed, in everyday conversation, I often use the phrase a small, good thing – as if everyone knows the story.

By Raymond Carver,

Why should I read it?

1 author picked Cathedral as one of their favorite books, and they share why you should read it.

What is this book about?

A collection of short stories which includes 'Vitamins' and 'A Small Good Thing', which were used in Robert Altman's film, 'Short Cuts'. First published in the US and now available in paperback in the UK.


Book cover of What Are You Going To Write About When I'm Gone? Essays of Hilarity and Heartache About His Mother

Frances Park Author Of That Lonely Spell

From my list on collections for eclectic readers.

Why am I passionate about this?

I’m a Korean American author who believes life is too short to read books that bore you, classics or otherwise. I’ve always had eclectic tastes and like to pick out books the way customers choose bonbons at my chocolate shop (which I’ve co-owned since 1984). And while I do read and often write longer works, I’ve always preferred to fall into a world from the opening line and bow out soon thereafter. By nature, I’m a minimalist – and maybe don’t have the greatest attention span – so I’m in awe of short works that stand on their own. They’re just more dramatic and memorable to me.

Frances' book list on collections for eclectic readers

Frances Park Why did Frances love this book?

The author, a columnist, wrote these family stories as an homage to his bigger-than-life mom Patty while she was battling cancer. Told with heart, laugh-out-loud family anecdotes, and love, always love, Saalman brings you into an unforgettable midwestern world of then and now, although even the modern-day Indiana stories echo with “yore” to my more urban ears: his parents’ solid working-class values, their casino date every Saturday night, Patty’s job as the hostess of a diner. Ultimately, she would outlive her death sentence by five years.

By Scott Saalman,

Why should I read it?

1 author picked What Are You Going To Write About When I'm Gone? Essays of Hilarity and Heartache About His Mother as one of their favorite books, and they share why you should read it.

What is this book about?

"Scott's personal, poignant essays are a tribute to family and to the enduring nature of love. Read them in one delicious gulp or sit back on the couch and imagine yourself on Brushy Fork Road and savor then slowly." - Angela Himsel, A River Could Be A Tree


Book cover of Hate Notes

Elle Nicoll Author Of Drawn to Mr. King

From my list on love with heavy topics to make your heart hurt.

Why am I passionate about this?

I worked for years as a long-haul flight attendant, and met a lot of people. Some travelling for love, honeymoons, anniversaries, some for medical care, to say goodbye to someone. And some for that bucket list item, because they knew it was their last chance. I’ve always been amazed by the human spirit and its ability to love deeply. And I love romance stories! I have read so many. My favourites are the ones about people and the emotional journeys they go on. So combine the two, and you’ve got heart-wrenching stories that make you realise what’s important, even if they do break your heart in the process.

Elle's book list on love with heavy topics to make your heart hurt

Elle Nicoll Why did Elle love this book?

I love Vi Keeland and Penelope Ward's way of weaving a beautiful story that makes you say, 'just one more chapter'.

They always pull you into the story and make you feel like you are there. I often read their books in a day because I can’t put them down.

I love the grumpy-sunshine trope in this book. It was fun and sexy and emotional. There is a hidden and very well-portrayed medical issue for one of the characters, which I felt added so much depth to the book and touched on very real, relatable issues.

By Vi Keeland, Penelope Ward,

Why should I read it?

1 author picked Hate Notes as one of their favorite books, and they share why you should read it.

What is this book about?

Amazon's #1 Most Unputdownable Book of the Year.

An Amazon Charts bestseller.

A Wall Street Journal bestseller.

A Washington Post bestseller.

From New York Times bestselling authors Vi Keeland and Penelope Ward comes an unexpected love story of secondhand hearts and second chances...

It all started with a mysterious blue note sewn into a wedding dress.

Something blue.

I'd gone to sell my own unworn bridal gown at a vintage clothing store. That's when I found another bride's "something old."

Stitched into the lining of a fabulously feathered design was the loveliest message I'd ever read: Thank you for making…


Book cover of When a Scot Ties the Knot

Jennifer Trethewey Author Of Saving the Scot

From my list on regency romances featuring hot highlanders.

Why am I passionate about this?

I am passionate about historical romance and romance readers. My favorite era in history is the Regency, the period during which the Prince of Wales was named Regent. It is also the time during which Jane Austen wrote. Austen readers are particular about details so it’s daunting to write Regency fiction. Still, I love to write it and read it. I’m also passionate about Scotland, its history, the land, the people, the customs, the folklore, the food, and the music. If you’ve never been, put Scotland on your bucket list. They say it’s the oldest rock on earth. There’s magic there, too. Really and truly. Magic.

Jennifer's book list on regency romances featuring hot highlanders

Jennifer Trethewey Why did Jennifer love this book?

Tessa Dare makes me laugh. Out loud. In When a Scot Ties the Knot, Madeline is pretty and talented, but terribly awkward. The last thing she wants to do is go through the agony of a London season. Fortunately, she avoids the London marriage mart by inventing a sweetheart, Captain Mackenzie, who is conveniently never around because he’s in the army. She pens long, romantic letters to her perfect lover and spins grand tales of their deep affection for each other. When her family puts pressure on her, she relates the devasting news that her captain is dead. Fast forward a couple of years and guess who arrives on her doorstep. What happens next is so much fun!

By Tessa Dare,

Why should I read it?

1 author picked When a Scot Ties the Knot as one of their favorite books, and they share why you should read it.

What is this book about?

On the cusp of her first London season, Miss Madeline Gracechurch was shy, pretty, and talented with a drawing pencil, but hopelessly awkward with gentlemen. She was certain to be a dismal failure on the London marriage mart. So Maddie did what generations of shy, awkward young ladies have done: she invented a sweetheart. A Scottish sweetheart. One who was handsome and honorable and devoted to her, but conveniently never around. Maddie poured her heart into writing the imaginary Captain MacKenzie letter after letter ...and by pretending to be devastated when he was (not really) killed in battle, she managed…


Book cover of To All the Boys I've Loved Before

Bhavik Sarkhedi Author Of The Unproposed Guy

From my list on romantic teen reads for those who are single.

Why am I passionate about this?

Ever since I penned my first romantic tale Will You Walk A Mile?, I've been enamored with the complexities of young love. For me, writing isn't just a profession; it's akin to breathing. I live to write and write for a living, with a special fondness for narratives that explore the highs and lows of teen romance and human emotion. I have been that ‘teen guy’ next door. That same teenage wonder for love stories that first sparked my passion for writing has stayed with me, maturing into a deeper understanding.  to curate a list of teen novels that will tug at your heartstrings.

Bhavik's book list on romantic teen reads for those who are single

Bhavik Sarkhedi Why did Bhavik love this book?

I adore this book because it reminds me of my own teenage years, filled with innocent crushes and the terror of being 'exposed.' It’s an emotional joyride that took me back to those sleepless nights wondering if my secret admirer ever knew how I felt.

Recommending this book feels like sharing a piece of my own journey through adolescence.

By Jenny Han,

Why should I read it?

5 authors picked To All the Boys I've Loved Before as one of their favorite books, and they share why you should read it. This book is for kids age 12, 13, 14, and 15.

What is this book about?

Now a Netflix feature film!
Lara Jean keeps her love letters in a hatbox her mother gave her.

One for every boy she's ever loved.

When she writes, she can pour out her heart and soul and say all
the things she would never say in real life, because her letters
are for her eyes only.

Until the day her secret letters are mailed,
and suddenly Lara Jean's love life goes from imaginary to out of control!



The first book in the bestselling series by Jenny Han, which
has been made into a NETFLIX feature film

PS I Still Love…


Book cover of Yours Truly, Thomas

Regina Scott Author Of Never Doubt a Duke

From my list on historical romances sure to make your smile.

Why am I passionate about this?

As the author of more than 50 works of warm, witty historical romance, I love seeking out stories that will make me smile. I’m a firm believer in happy endings, in the books I write, and the books I read. I’m also a bit obsessed with history, having driven a carriage four-in-hand, learned to fence, and sailed on a tall ship, all in the name of research.

Regina's book list on historical romances sure to make your smile

Regina Scott Why did Regina love this book?

There’s nothing like the antics of a pet to bring a lady and a gentleman together. A beloved dog with the improbable name of Honeysuckle does just that in this charming novel. A letter that ended up at the Dead Letter Office leads Honey’s pretty owner to a small town in Iowa to find the man who writes words she can’t forget. You’ll find yourself remembering them too.

By Rachel Fordham,

Why should I read it?

1 author picked Yours Truly, Thomas as one of their favorite books, and they share why you should read it.

What is this book about?

For three years, Penny Ercanbeck has been opening other people's mail. Dead ends are a reality for clerks at the Dead Letter Office. Still she dreams of something more--a bit of intrigue, a taste of romance, or at least a touch less loneliness. When a letter from a brokenhearted man to his one true love falls into her hands, Penny seizes this chance to do something heroic. It becomes her mission to place this lost letter into the hands of its intended recipient.

Thomas left his former life with no intention of ending up in Azure Springs, Iowa. He certainly…


Book cover of Marcus Aurelius in Love

John Sellars Author Of Marcus Aurelius

From my list on Marcus Aurelius and his desire to live a good life.

Why am I passionate about this?

John Sellars is a Reader in Philosophy at Royal Holloway, University of London, and the author of multiple books on Stoicism. He is also a founding member of Modern Stoicism and The Aurelius Foundation, both non-profit companies devoted to bringing Stoicism to a wider audience and showing how it can benefit people today.

John's book list on Marcus Aurelius and his desire to live a good life

John Sellars Why did John love this book?

This book contains a selection of letters from the correspondence between Marcus Aurelius and his rhetoric teacher Fronto. Most of these letters date from Marcus’s youth and show a quite different side to his character.

Richlin argues – controversially – that some of these letters give evidence of a homosexual relationship between Marcus and Fronto. Although I’m not convinced by that claim, this volume remains a really helpful way to access these letters in a modern translation with helpful notes. The youthful Marcus we meet is a nice counterpoint to the older Marcus of the Meditations.

By Marcus Aurelius, Amy Richlin,

Why should I read it?

1 author picked Marcus Aurelius in Love as one of their favorite books, and they share why you should read it.

What is this book about?

In 1815 a manuscript containing one of the long-lost treasures of antiquity was discovered-the letters of Marcus Cornelius Fronto, reputed to have been one of the greatest Roman orators. But this find disappointed many nineteenth-century readers, who had hoped for the letters to convey all of the political drama of Cicero's. That the collection included passionate love letters between Fronto and the future emperor Marcus Aurelius was politely ignored-or concealed. And for almost two hundred years these letters have lain hidden in plain sight.

Marcus Aurelius in Love rescues these letters from obscurity and returns them to the public eye.…


Book cover of The Lost Letter

Meredith Jaeger Author Of The Pilot's Daughter

From my list on dual-timeline historical stories.

Why am I passionate about this?

I’ve been fascinated by historical fiction since I was a child when I read Number the Stars by Lois Lowry and it absolutely captivated me. I appreciate how history cautions us to examine the present, so we don’t repeat the same injustices. After failing to get a literary agent for not one, but two contemporary novels, I decided to shift my focus to historical fiction. Inspired by dual-narrative structure, I wrote a novel set in both present-day San Francisco and 1876 San Francisco. That book, my debut, The Dressmaker’s Dowry, became a USA Today bestseller. I’ve since gone on to write two more novels, Boardwalk Summer and The Pilot’s Daughter. 

Meredith's book list on dual-timeline historical stories

Meredith Jaeger Why did Meredith love this book?

This is a heartbreaking, yet uplifting novel of love and survival inspired by real resistance workers during World War II Austria, and the mysterious love letter that connects generations of Jewish families. It takes place in both 1989 Los Angeles and 1938 Austria. I love this book because of Jillian’s beautiful writing, and her strong sense of place. I felt transported to WWII Austria, where I became deeply invested in the love story between Kristoff and Elena. I also enjoyed that the modern-day story takes place pre-internet, where a newly divorced woman, Katie, does hands-on research to learn more about an unusual WWII-era stamp. Both narratives weave together seamlessly. I was lucky to read this book while visiting my family in Switzerland, surrounded by the beauty of the Alps.

By Jillian Cantor,

Why should I read it?

1 author picked The Lost Letter as one of their favorite books, and they share why you should read it. This book is for kids age 13, 14, 15, and 16.

What is this book about?

“A gorgeous and thrilling novel… Perfect for book clubs and fans of The Nightingale.” –PopSugar

A historical novel of love and survival inspired by real resistance workers during World War II Austria, and the mysterious love letter that connects generations of Jewish families. A heart-breaking, heart-warming read for fans of The Nightingale, Lilac Girls, and Sarah's Key.
 
Austria, 1938. Kristoff is a young apprentice to a master Jewish stamp engraver. When his teacher disappears during Kristallnacht, Kristoff is forced to engrave stamps for the Germans, and simultaneously works alongside Elena, his beloved teacher's fiery daughter, and with the Austrian resistance…


5 book lists we think you will like!

Interested in love letters, Wolfgang Amadeus Mozart, and romantic love?

Love Letters 10 books
Romantic Love 938 books