From flappers and speakeasies to tenements and the stock market crash, take a trip back in time to the New York of the Roaring Twenties.
New York City in the 1920s was at the heart of a nationwide movement. The Roaring Twenties were in full swing: the stock market was booming in the postwar economy, the advent of jazz forever changed the course of music and dance, and modern advancements in technology were ushering in a new age of scientific discovery, industrial development, and social progressivism.
But with the widespread optimism brought about by these changes, the flaws of old American society became more apparent than ever before. Women and minority groups saw a greater push for equal rights, spurred on by the Women's Suffrage movement and the Great Migration.
Meanwhile, young men returning from war dealt with the difficulties of reintegrating into a society that could never fully understand them or their experiences. Many struggled to find work, suffering from wounds or disabilities they incurred fighting for their country, and despite countless parades and public celebrations to welcome them home, the realities of returning to civilian life proved much bleaker.
And amid all this, Prohibition brought about even more unintended consequences, shifting the production, sale, and transportation from legitimate businesses to the mob — a move that made a lot of very bad men very, very wealthy.
Then, of course, it all came crashing down on Black Tuesday.
Explore the rapidly changing, grand, tumultuous life of New York in the 1920s through our gallery above.
The Stock Market Boom, The Harlem Renaissance, And The Jazz Age
The 1920s kicked off with a profound sense of optimism, fueled by a booming economy and a widespread belief in American prosperity. New York City, effectively the financial heart of the nation thanks to Wall Street, was at the epicenter of this economic surge.
The stock market, driven by speculation and easy credit, experienced an unprecedented bull run, becoming a magnet for investors large and small, all hoping to strike it rich. Fortunes were made, it seemed, overnight as the New York City skyline rose to new heights — quite literally — with iconic structures like the Chrysler Building and the Empire State Building. Of course, not everyone shared in this economic prosperity.
For the factory workers, new immigrants, and everyday laborers, Wall Street fortunes only widened the gap between the wealthy and the poor. While new skyscrapers reached for the heavens above, those left in the muck at their feet were forced to deal with issues like disease and overcrowding. These problems only worsened after the stock market crashed in 1929.

Library of CongressFlappers, known sometimes as the Greenwich Village girls, were the "It Girls" of the 1920s, representing all the Jazz Age had to offer.
Elsewhere, however, a new kind of revolution was taking place. The Great Migration, which saw millions of Black Americans move from the rural South to urban centers, transformed Harlem into the central hub of Black intellectual and artistic life.
The Harlem Renaissance produced artists, musicians, and writers who challenged racial stereotypes and celebrated Black identity. Among the Renaissance's most influential figures were the likes of Langston Hughes, Zora Neale Hurston, and Claude McKay, whose groundbreaking works captured the complexities of the African American experience.
Nightclubs like the Cotton Club and the Savoy Ballroom became legendary in their own right, showcasing Black musicians and dancers to integrated, albeit segregated, audiences. From there, jazz and swing dancing spread to the larger American culture, as the improvisational, syncopated rhythms of the music captured the spirit of the decade: liberation, spontaneity, and a defiance of convention. Clubs and dance halls across the city were alive with the sounds of Louis Armstrong, Duke Ellington, and Fletcher Henderson, among numerous others.
All of this could be easily personified in the flapper. With her bobbed hair, short skirts, and rebellious nature, the flapper was an iconic symbol of the Jazz Age, representing the newfound social freedoms of women and the Prohibition era's speakeasy culture.
Immigration And World War I Veteran Reintegration
New York City had long been the primary gateway for immigrants arriving in the United States, and the 1920s continued the trend. There were, however, new restrictions imposed that complicated the process and made it difficult for those immigrant groups to thrive as they once had.
Ellis Island was as bustling as it had always been, if note more, as it welcomed waves of newcomers from Southern and Eastern Europe, as well as other parts of the world. These new arrivals, often fleeing poverty, political unrest, or religious persecution, sought a new life in America. And of course, many settled in the already diverse city of New York.
Neighborhoods such as the Lower East Side, with significant Jewish and Italian communities, and various enclaves of Irish, German, and other immigrant groups, contributed even further to New York City's diversity. However, a strong nativist sentiment was growing among Americans, and the implementation of restrictive immigration quotas hampered the flow of newcomers by the later half of the decade.
To make matters worse, as the Museum of the City of New York notes, immigrants were often singled out for their ethnic or religious beliefs. Despite New York being a melting pot of cultures, it was also a place of rampant bigotry, discrimination, and isolation among communities who, for one reason or another, could not reconcile their perceived differences.

Library of CongressA group of immigrants awaiting examination at Ellis Island before being granted passage into the United States.
At the same time, the city was grappling with the reintegration of hundreds of thousands of World War I veterans. These young men, having experienced the horrors of trench warfare, returned home to find that they had changed — and that the society they left behind had too, just not in the same way.
According to the Gilder Lehrman Institute of American History, the U.S. War Department and the Office of the Surgeon General issued "Rules for the Discharge of Disabled U.S. Soldiers" in January 1919 to help returning veterans who suffered psychological and emotional damage in the trenches reintegrate into society. However, the paperwork was confusing and often resulted in many WWI veterans struggling to find work, living in poor conditions, and unable to find proper medical care.
In response, veteran organizations were established to help provide support, but even today veterans have difficulty finding work, receiving medical treatment, and surviving once they return home. Moreover, the impact of the war and the scars it left on these young men influenced generations that followed, contributing to a sense of disillusionment and nihilism that is more pervasive in the 2020s than it was in the 1920s.
Prohibition And The Rise Of Organized Crime
There was no single policy that defined 1920s New York City as dramatically as Prohibition. Following the ratification of the 18th Amendment in 1919, the manufacture, sale, and transportation of alcoholic beverage was outlawed in the United States — and there were many, many unintended consequences to this decision.
Rather than eradicating drinking, Prohibition instead fueled a massive underground economy and the rise of organized crime. New York City in particular, thanks to its dense population and pre-established criminal networks, became a hotbed of illicit alcohol production and distribution. It also created a decades-long power struggle among New York's various mobsters.
Speakeasies, hidden bars operating in defiance of the law, proliferated across the city. From discreet brownstone basements to elaborate, hidden nightclubs, these establishments offered patrons — who knew a password or secret knock — an escape from the enforced dryness of Prohibition in favor of a boozy night out. Bootleggers, smugglers who transported illegal alcohol, became incredibly wealthy and powerful by selling things like bathtub gin, moonshine, and smuggled Canadian whiskey at inflated prices to these establishments.

Bettmann/Getty ImagesNew York State Troopers giving a monkey alcohol after seizing it during Prohibition.
Because of this wealth, rival gangs were locked in a seemingly never-ending turf war, as men like Al Capone (who worked mainly in Chicago but had connections in New York) and Arnold Rothstein, the "brain" behind many criminal enterprises, grapidly grew in influence. Unsurprisingly, these gangs often turned to violence to control their territories, and they regularly bribed corrupt law enforcement and local government officials to turn a blind eye to their operations.
Even with the repeal of Prohibition in 1933, these gangs maintained power for decades. And in them, we see the great paradox of the Roaring Twenties. Despite being described as a time of wealth and prosperity, history shows that this was only true for a portion of the American population — primarily those who were already established and able to bet well on Wall Street.
The middle class enjoyed a higher standard of living for a time, but when the Great Depression took the world by storm, it was the middle class and the poor who suffered the most. In fact, some wealthy folk even benefitted financially from the depression, showing that while money can't buy you happiness, it can by you peace of mind.
If you enjoy these amazing photographs of 1920s New York, be sure to check out the most iconic photographs of the 1950s.