The best books about the Roaring Twenties

Who picked these books? Meet our 25 experts.

25 authors created a book list connected to the Roaring Twenties, and here are their favorite Roaring Twenties books.
Shepherd is reader supported.
We may earn an affiliate commission when you buy through links on our website. This is how we fund the project for readers and authors along with our membership program.

What type of Roaring Twenties book?

Loading...

The Great Gatsby

By F. Scott Fitzgerald,

Book cover of The Great Gatsby

Anne De Courcy Author Of Magnificent Rebel: Nancy Cunard in Jazz Age Paris

From the list on the social history of the inter-war years.

Who am I?

Social history has always been my passion: unless you know how people thought, felt and lived, even down to how they dressed and ate, it is often impossible to understand why they acted as they did. And no period is as fascinating to me as the inter-war years; after WW1, the greatest conflict the world had ever seen, the upcoming generations determined to break barriers, discard the last vestiges of what they saw as hidebound custom, to invent new, freer ways of writing, painting, dancing - and to have fun. And for most of this post-war generation, there was nowhere like Paris.

Anne's book list on the social history of the inter-war years

Discover why each book is one of Anne's favorite books.

Why did Anne love this book?

This is peak F. Scott Fitzgerald, a story of love and longing written in a style that relies as much on nuance as flat statement, where not a word is wasted, and the reader joins the narrator as witness of the unfolding drama, with Fitzgerald’s keen observation of place a time sharpening every scene.

The Great Gatsby

By F. Scott Fitzgerald,

Why should I read it?

12 authors picked The Great Gatsby as one of their favorite books, and they share why you should read it.

What is this book about?

As the summer unfolds, Nick is drawn into Gatsby's world of luxury cars, speedboats and extravagant parties. But the more he hears about Gatsby - even from what Gatsby himself tells him - the less he seems to believe. Did he really go to Oxford University? Was Gatsby a hero in the war? Did he once kill a man? Nick recalls how he comes to know Gatsby and how he also enters the world of his cousin Daisy and her wealthy husband Tom. Does their money make them any happier? Do the stories all connect? Shall we come to know…


The Bobbed Haired Bandit

By Stephen Duncombe, Andrew Mattson,

Book cover of The Bobbed Haired Bandit: A True Story of Crime and Celebrity in 1920s New York

Glenn Stout Author Of Tiger Girl and the Candy Kid: America's Original Gangster Couple

From the list on the Roaring Twenties.

Who am I?

The author, editor, or ghostwriter of more than 100 book titles, Glenn Stout loves to mine microfilmed newspaper archives and specializes in deeply reported historical narrative non-fiction that brings the past to life.  Many of his titles have intersected with the Roaring Twenties, including Young Woman and the Sea: How Trudy Ederle Conquered the English Channel and Changed the World, now in development for Disney+ as a major motion picture starring Daisy Ridley.  A long-time aficionado of noir and true crime, Tiger Girl and the Candy Kid was the culmination of more than fifteen years of dogged research, a story The Wall Street Journal called “a hell of a yarn--worthy of an HBO hoodlum epic like Boardwalk Empire.”

Glenn's book list on the Roaring Twenties

Discover why each book is one of Glenn's favorite books.

Why did Glenn love this book?

In 1924 husband and wife team Celia and Ed Cooney, with a new baby on the way and not enough money, turned stick-up artists, with meek-looking, bobbed-hair Celia wielding the gun. The tabloids couldn’t get enough of the “flapper turned bad” storyline and for a time every bobbed-hair flapper and her swain in New York was under suspicion.

The Bobbed Haired Bandit

By Stephen Duncombe, Andrew Mattson,

Why should I read it?

1 author picked The Bobbed Haired Bandit as one of their favorite books, and they share why you should read it.

What is this book about?

Illuminates the life and image of one of New York City's most fashionable criminals-Celia Cooney
Ripped straight from the headlines of the Jazz Age, The Bobbed Haired Bandit is a tale of flappers and fast cars, of sex and morality. In the spring of 1924, a poor, 19-year-old laundress from Brooklyn robbed a string of New York grocery stores with a "baby automatic," a fur coat, and a fashionable bobbed hairdo. Celia Cooney's crimes made national news, with the likes of Ring Lardner and Walter Lippman writing about her exploits for enthralled readers.
The Bobbed Haired Bandit brings to life…


Cocaine Blues

By Kerry Greenwood,

Book cover of Cocaine Blues: A Phryne Fisher Mystery

Rhiannon D. Elton Author Of The Case of the Captain's Hair

From the list on mystery with layers of clues to leave you thinking.

Who am I?

I grew up with books like Dinotopia, Goosebumps choose your own adventures, Harry Potter, and Lord of the Rings, growing me into a lover of intricate world-building. I've always been passionate about magic and science. Interweaving magic into everyday life is part of who I am and I love seeing it in writing. After writing ten fantasy detective novels, buckets of short mysteries, and over a decade of world-building I know a passionate writer when I read it. As an avid audiobook consumer, organizer, and progenitor for the Logan Writers Festival, and twice-a-week professional Dungeon Master, I love the way these books intricately lay down their clues in the places they didn’t think we’d look.

Rhiannon's book list on mystery with layers of clues to leave you thinking

Discover why each book is one of Rhiannon's favorite books.

Why did Rhiannon love this book?

Witty, sharp, and absolutely fabulous. Kerry gives you a sense of the Australian 1920s as if you were standing right there in the magic of that swinging era. The book is full of twists and turns  and will keep you guessing until the end, but it also leaves you with a strong sense of certain threads being deliberately unresolved. If you're a fan of historical mysteries and strong female characters, Cocaine Blues is a must-read.  

Cocaine Blues

By Kerry Greenwood,

Why should I read it?

2 authors picked Cocaine Blues as one of their favorite books, and they share why you should read it.

What is this book about?

Bored socialite Phryne Fisher leaves the tedium of the London season for adventure in Australia!

Tea-dances in West End hotels, weekends in the country with guns and dogs... Phryne Fisher - she of the grey-green eyes and diamante garters - is rapidly tiring of the boredom of chit-chatting with retired colonels and foxtrotting with weak-chinned wonders. Instead, Phryne decides it might be amusing to try her hand at being a lady detective - on the other side of the world!

As soon as she books into the Windsor Hotel in Melbourne, Phryne is embroiled in mystery: poisoned wives, drug smuggling…


Bubble in the Sun

By Christopher Knowlton,

Book cover of Bubble in the Sun: The Florida Boom of the 1920s and How It Brought on the Great Depression

Jason Vuic Author Of The Swamp Peddlers: How Lot Sellers, Land Scammers, and Retirees Built Modern Florida and Transformed the American Dream

From the list on modern Florida.

Who am I?

Originally from Punta Gorda, Florida, I am an exiled Florida Man, living in Texas, and specialize in creative nonfiction. I love the absurd, the unusual, and enjoy finding ways to examine and teach history through unexpected topics and sometimes maligned or ridiculed things. My first book, for example, was on the infamous Yugo car. I then wrote a history of the ill-starred Sarajevo Olympics and the oh-for-twenty-six 1976-1977 Tampa Bay Bucs, and most recently a book on the wild heydays of Florida land development in the 1950s, 60s, and 70s. I have a PhD in history from Indiana University Bloomington and have appeared on NPR’s "Weekend Edition," APM’s "Marketplace," and C-SPAN’S "Book TV."

Jason's book list on modern Florida

Discover why each book is one of Jason's favorite books.

Why did Jason love this book?

The 1920s in Florida was a time of incredible excess, immense wealth, and precipitous collapse. The decade there produced the largest human migration in American history, far exceeding the settlement of the West, as millions flocked to the grand hotels and the new cities that rose rapidly from the teeming wetlands. The boom spawned a new subdivision civilization—and the most egregious large-scale assault on the environment in the name of “progress.”

Bubble in the Sun

By Christopher Knowlton,

Why should I read it?

1 author picked Bubble in the Sun as one of their favorite books, and they share why you should read it.

What is this book about?

Christopher Knowlton, author of Cattle Kingdom and former Fortune writer, takes an in-depth look at the spectacular Florida land boom of the 1920s and shows how it led directly to the Great Depression.

The 1920s in Florida was a time of incredible excess, immense wealth, and precipitous collapse. The decade there produced the largest human migration in American history, far exceeding the settlement of the West, as millions flocked to the grand hotels and the new cities that rose rapidly from the teeming wetlands. The boom spawned a new subdivision civilization-and the most egregious large-scale assault on the environment in…


Book cover of The Wakefields of Sweet Valley (Sweet Valley High)

Katie Delahanty Author Of Keystone

From the list on 20th century YA that will give you all the feels.

Who am I?

When I was a teen, I had zero aspirations to become a writer. I didn’t discover my passion for writing until I was thirty! But once I started writing, it was these books and the way they made me feel that I drew on. I wanted strong heroines that I wanted to be—and be friends with. I wanted a slow burn, skin-tingling romance with a lot of push and pull. I wanted to be part of something bigger than myself. To go on a quest. To feel victorious. And it is my hope that I can give my readers all the feels these books gave me.

Katie's book list on 20th century YA that will give you all the feels

Discover why each book is one of Katie's favorite books.

Why did Katie love this book?

I devoured everything in the Sweet Valley world as a teen, though I was more into Sweet Valley Twins than Sweet Valley High for some reason. Maybe it’s because I liked the twins’ innocence, and the high school drama was too much (or too relatable!) to me. I like to escape to a happy ending! And in complete seriousness, I debated naming my daughter Lila because I didn’t want her to be associated with mean girl Lila Flower. In the end, I named her Delilah (Lilah—with an h!—for short) and that eased my worries.

At any rate, I’ll read a family saga any day. And we’ve established that I love historical romance and costumes, so give me all the Wakefield history.

The Wakefields of Sweet Valley (Sweet Valley High)

By Francine Pascal,

Why should I read it?

1 author picked The Wakefields of Sweet Valley (Sweet Valley High) as one of their favorite books, and they share why you should read it.

What is this book about?

Follow the riveting stories of the women who came  before Jessica and Elizabeth Wakefield:

  Alice Larson, a bold sixteen-year-old from Sweden,  arrives alone in America to start a new life --  but with a broken heart.

Headstrong  frontier tomboy Jessamyn runs away to join the circus,  leading her sensitive twin, Elisabeth, into a  desperate search that ends in tragedy.

Spirited  twins and rivals Samantha and Amanda battle for  the love of the same boy during the glamorous  Roaring Twenties.

Marjorie, stranded in France  during World War II, becomes a heroine of the  Resistance.

Alice Robertson, child of the  tumultuous sixties,…


Book cover of Death at Wentwater Court

Mary Miley Author Of The Mystic's Accomplice

From the list on Roaring Twenties mystery series.

Who am I?

Historical fiction, specifically historical mysteries, is my favorite category whether I’m reading for pleasure or writing my own stories, and the decade of the Roaring Twenties is certainly the most colorful era in American history. As a historian, I want to learn; as a writer, I want to teach. But—and this is a big “but”—it’s critical that historical novels are both accurate and subtle. If I find the author has misrepresented the history or larded the story, I’m done. Which is why I can recommend the following five Roaring Twenties series. All feature characters that grow as the series progresses so it’s best to begin at the beginning and proceed mostly in order.

Mary's book list on Roaring Twenties mystery series

Discover why each book is one of Mary's favorite books.

Why did Mary love this book?

Daisy has solved 23 murder mysteries so far. These Christie-esque plots are set in London, at posh country estates, and in other parts of the British landscape. Daisy works as a journalist—an unusual job for a young woman in the ‘20s, especially one who is aristocratic and wealthy and, therefore, shouldn’t be working at all. Her assignments and social connections inevitably entangle her in murder investigations, which she solves with the help of a competent Scotland Yard inspector who in later books becomes her husband. 

Death at Wentwater Court

By Carola Dunn,

Why should I read it?

1 author picked Death at Wentwater Court as one of their favorite books, and they share why you should read it.

What is this book about?

No stranger to sprawling country estates, well-heeled Daisy Dalrymple is breaking new ground at Wentwater Court to cover a story for Town & Country magazine. But her interview gives way to interrogation when suave Lord Stephen Astwick meets a chilly end on the tranquil skating pond.

With evidence that his death was anything but accidental, Daisy joins forces with Scotland Yard so the culprit can't slip through their fingers like the unfortunate Astwick slipped through the ice ...

Praise for The Daisy Dalrymple Mysteries:

'Appropriate historical detail and witty dialogue are the finishing touches on this engaging 1920s period piece.'…


Kiki de Montparnasse

By Jose-Luis Bocquet, Catel Muller (illustrator),

Book cover of Kiki de Montparnasse

Edith de Belleville Author Of Parisian Life: Adventures in The City of Light

From the list on French women according to a French woman.

Who am I?

Edith de Belleville is a native Parisian woman who was an attorney for many years. Her passion for Paris led her back to university to get her official tour guide license. Deeply inspired by great Parisian women of the past, Edith decided to write a book, in French, entitled The Beautiful Rebels of Paris (Belles et Rebelles Editions du 81). She just published her memoirs in English to share her literary & dreamy adventures in Paris, Parisian Life, adventures in the City of Light. When she's not at Versailles or the Louvre Museum to do her 'Beautiful Rebels of Paris Tour' Edith is sitting on a café terrace in Paris watching the world go by.

Edith's book list on French women according to a French woman

Discover why each book is one of Edith's favorite books.

Why did Edith love this book?

If I tell you I'm coming from Roaring Twenties and I have fascinating conversations with great characters who lived in Paris in 1920s, you will maybe think I'm a bit weird. And you will be right.

That's my Parisian life. In front of a café crème at La Rotonde café in Montparnasse, I fight with Picasso and I flirt with the young Hemingway.

And my best friend is called Kiki de Montparnasse. I know how to choose my best friend. Kiki was friendly with a strong temper and beautiful. She posed for painters and sculpters whose art now costs a fortune.

And of course Kiki was elected queen of Montparnasse, the place where modern art was created and the navel of the world, according Henry Miller. And like Miller, Kiki's book was censured in USA because it was too spicy.

She even has an introduction written by Ernest Hemingway—a rare…

Kiki de Montparnasse

By Jose-Luis Bocquet, Catel Muller (illustrator),

Why should I read it?

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

What is this book about?

In the bohemian and brilliant Montparnasse of the 1920s, Kiki managed to escape poverty to become one of the most charismatic figures of the avant-garde years between the wars. Partner to Man Ray - whose most legendary photos she inspired - she would be immortalised by Kisling, Foujita, Per Krohg, Calder, Utrillo and Leger. Kiki was the muse of a generation that seeks to escape the hangover of the Great War, but she was above all one of the first emancipated women of the 20th century.


The Beekeeper's Apprentice

By Laurie R. King,

Book cover of The Beekeeper's Apprentice: Or, on the Segregation of the Queen

Malka Older Author Of The Mimicking of Known Successes

From the list on Sherlock Holmes retellings.

Who am I?

I’ve obviously read a lot of Holmes retellings. Part of the impetus behind my new novella was trying to figure out why I was so attracted to them. Part of it, I realized, is the neurodivergence aspect: fundamental to the Holmes story is the idea of someone who thinks differentlyand who finds a way to interact with the world that uses that as an asset. The other component I love is the Holmes-Watson dynamic. Whether it's romantic or not, the development of a relationship of affection between two people who think very differently is an emotional counterpoint to plot-driven mysteries. Those elements—along with stellar writing, gripping mysteries, and characters I love spending time with.

Malka's book list on Sherlock Holmes retellings

Discover why each book is one of Malka's favorite books.

Why did Malka love this book?

This wasn’t the first Sherlock Holmes adaptation I encountered - as a kid, I read and was fascinated by some of the Robert Newman books, and watched The Great Mouse Detective - but when the first Mary Russell book was recommended to me by a college roommate, it was an instant connection.

King avoids rewriting the canon by setting the books after Holmes retires to beekeeping, when he meets Mary Russell, a young woman whose brain works much as his does.

We get to see Holmes through the eyes of a brilliant outsider; even better, we get Holmesian adventures with Mary’s sharp observations and more modern perspective and set in a wonderfully inhabitable world.

I particularly love following along as Mary comes into her capacities - as an academic, as a detective, as a person - traveling the world, solving mysteries, researching deeply, fighting off attackers, meeting people from different…

The Beekeeper's Apprentice

By Laurie R. King,

Why should I read it?

4 authors picked The Beekeeper's Apprentice as one of their favorite books, and they share why you should read it.

What is this book about?

In 1915, Sherlock Holmes is retired and quietly engaged in the study of honeybees when a young woman literally stumbles into him on the Sussex Downs. Fifteen years old, gawky, egotistical, and recently orphaned, the young Mary Russell displays an intellect to impress even Sherlock Holmes--and match him wit for wit. Under his reluctant tutelage, this very modern twentieth-century woman proves a deft protegee and a fitting partner for the Victorian detective. But even in their first case together, the pair face a truly cunning adversary who will stop at nothing to put an end to their partnership.


Higher

By Neal Bascomb,

Book cover of Higher: A Historic Race to the Sky and the Making of a City

Jason M. Barr Author Of Building the Skyline: The Birth and Growth of Manhattan's Skyscrapers

From the list on the New York City skyline.

Who am I?

If you told me as a kid, growing up in the suburbs of Long Island, that I would someday spend nearly all my working hours reading and writing about skyscrapers and skylines, I would have thought you were nuts. But somehow, in my twenties, as I spent more time in New York City, I came to feel a deep connection with the metropolis. Its skyscrapers and skyline speak to its history as a city of strivers. I’ve been lucky that I’ve been able to merge my personal passions with my professional life as an economist. My recommended books are ones that excited me in my journey to understand better the city that I love.

Jason's book list on the New York City skyline

Discover why each book is one of Jason's favorite books.

Why did Jason love this book?

In about one year’s time, from 1930 to 1931, three buildings—the Bank of Manhattan, The Chrysler Building, and the Empire State Building—in rapid succession claimed the prize of “world’s tallest.” This book is a great journalist account of the personalities behind the three-way race at the peak of the Roaring Twenties. We get to see the inside story of the developers, the architects, and the builders. 

Higher

By Neal Bascomb,

Why should I read it?

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

What is this book about?

The Roaring Twenties in New York was a time of exuberant ambition, free-flowing optimism, an explosion of artistic expression in the age of Prohibition. New York was the city that embodied the spirit and strength of a newly powerful America. 

In 1924, in the vibrant heart of Manhattan, a fierce rivalry was born.  Two architects, William Van Alen and Craig Severance (former friends and successful partners, but now bitter adversaries), set out to imprint their individual marks on the greatest canvas in the world--the rapidly evolving skyline of New York City.  Each man desired to build the city’s tallest building,…


Ponzi's Scheme

By Mitchell Zuckoff,

Book cover of Ponzi's Scheme: The True Story of a Financial Legend

Mark Arsenault Author Of The Imposter's War: The Press, Propaganda, and the Newsman Who Battled for the Minds of America

From the list on audacious imposters and shameless swindlers.

Who am I?

One of the great job benefits of being a newspaper reporter is the wide array of interesting people I get to meet. Not only get to meet but in fact, get paid to meet and to tell their stories. Some of them are famous, and that’s fine. Much more interesting, I think, are the ordinary folk nobody knows who are doing something extraordinary. And then there is a third category that I find most interesting of all: The people who have something to hide. They are mysteries who don’t want to be cracked, and I find them irresistible.

Mark's book list on audacious imposters and shameless swindlers

Discover why each book is one of Mark's favorite books.

Why did Mark love this book?

Before Ponzi was a scheme, Ponzi was a man. His name was Charles Ponzi. He sailed to the US from Europe with nothing – after gambling away his nest egg during the trans-Atlantic crossing – and then made himself an ill-gotten fortune through a swindle so famous it is now named for him. I love learning history, but not through academic texts. I need to learn it through stories. And the critical ingredient that makes compelling narrative nonfiction are the details that enable me to see the characters and their world in my mind. Zuckoff’s book put me in Boston in 1920, with the sights, sounds, and odors to bring Ponzi and his victims to life.

Ponzi's Scheme

By Mitchell Zuckoff,

Why should I read it?

2 authors picked Ponzi's Scheme as one of their favorite books, and they share why you should read it.

What is this book about?

It was a time when anything seemed possible–instant wealth, glittering fame, fabulous luxury–and for a run of magical weeks in the spring and summer of 1920, Charles Ponzi made it all come true. Promising to double investors’ money in three months, the dapper, charming Ponzi raised the “rob Peter to pay Paul” scam to an art form. At the peak of his success, Ponzi was raking in more than $2 million a week at his office in downtown Boston. Then his house of cards came crashing down–thanks in large part to the relentless investigative reporting of Richard Grozier’s Boston Post.…


Book cover of Who Killed Janet Smith?

Daniel Francis Author Of Becoming Vancouver: A History

From the list on Vancouver history.

Who am I?

When I was a kid growing up in Vancouver my parents had a collection of books arranged on shelves around the living room. The only one I remember taking down and actually reading was an early history of the city. I recalled being impressed by the simple fact that someone had thought my hometown was interesting enough to write about, not something that was self-evident to a cocky teenager. Many years later, some two dozen books of my own under my belt, I decided maybe I’d earned the right to take a crack at the city myself.

Daniel's book list on Vancouver history

Discover why each book is one of Daniel's favorite books.

Why did Daniel love this book?

Janet Smith was a young Scottish housemaid who was murdered in the home of her well-to-do employer in 1924. Never solved, the murder is one of the most celebrated crimes in Vancouver history, featuring political corruption, racial animosity, sex, drugs, and jazz. The book is a wonderful evocation of life in the city in the 1920s when it was emerging from world war and recession and finding its feet as a cosmopolitan community with pretensions to economic leadership. This is one of the first books I ever read about Vancouver history and it remains a favourite.

Who Killed Janet Smith?

By Ed Starkins,

Why should I read it?

2 authors picked Who Killed Janet Smith? as one of their favorite books, and they share why you should read it.

What is this book about?

Literary Nonfiction. New Edition as part City of Vancouver's Legacy Book Project, with foreword by historian Daniel Francis. WHO KILLED JANEY SMITH? examines one of the most infamous and still unsolved murder cases in Canadian history: the 1924 murder of twenty-two-year-old Scottish nursemaid Janet Smith. Originally published in 1984, and out of print for over a decade, this tale of intrigue, racism, privilege, and corruption in high places is a true-crime recreation that reads like a complex thriller.

Anvil Press is pleased to be reissuing this title as part of the City of Vancouver's Legacy Book Project. This new edition…