The Bowery Boys: New York City History

How do vibrant New York City neighborhoods react to major changes to city life while retaining their historic character? For the next three weeks, we will present three neighborhood-history shows from the Bowery Boys podcast in a new light, exploring how these historic areas survive sudden changes in economic growth, housing needs and tourism.

Picture the neighborhood of SoHo (that’s right, South of Houston) in your head today, and you might get a headache. Crowded sidewalks on the weekend, filled with tourists, shoppers and vendors, could almost distract you from SoHo's unique appeal as a place of extraordinary architecture and history.

In the mid 19th century this area, centered along Broadway, became the heart of retail and entertainment, department stores and hotels setting up shop in grand palaces. (It also became New York’s most notorious brothel district). The streets between Houston and Canal became known as the Cast Iron District, thanks to an exciting construction innovation that transformed the Gilded Age.

Today SoHo contains the world’s greatest surviving collection of cast-iron architecture. But these gorgeous iron tributes to New York industry were nearly destroyed — first by rampant fires, then by Robert Moses.

This show was remastered and reedted by Kieran Gannon. It origiinally ran in July 2017.

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Before the era of the tabloid, New Yorkers got their gossip fix from a publication known as Town Topics, where the shocking secrets of the Gilded Age were revealed. But its publisher, William D'Alton Mann, was into more than just a bit of sleaze; he used these scandalous revelations to blackmail members of New York’s high society.

In this very special presentation of the Gilded Gentleman podcast, Carl Raymond and his special guest, Vanity Fair writer Joe Pompeo, introduce you to this forgotten scheme which threatened to tear apart the morals and polite mannerisms of Gilded Age society. 

And for more adventures through Gilded Age New York, check out the Gilded Gentleman podcast, wherever you get your podcasts.

This show was produced and edited by Kieran Gannon

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Our book, The Bowery Boys Adventures in Old New York, was just re-released as a 10th-anniversary edition with lots of brand-new entries. So to celebrate, we thought we would highlight three of our all-time favorite stories from the book. Featuring:

— The Astor House, one of the first luxury hotels in the United States, owned by the original Astor himself — John Jacob Astor. When it opened in 1836, it wrote the rules for how people even stay in hotels in New York City. Why was it considered so revolutionary during its day, and why did its eventual demolition in the 20th century take almost 13 years?

— The Haymarket, the most scandalous dance hall of the Gilded Age! This lively and bawdy place, where both men and women met (sometimes upstairs, behind the curtains), sat in the heart of New York’s turn-of-the-century entertainment district, the burgeoning theater district. But the show inside was MUCH more risque. Oh-la-la! Tom gives you a little tour of the joint, so pull up your stockings.

— The Nabisco Factory in the Meatpacking District was New York’s very own Willie Wonka’s chocolate wonderland, the American center of cookie and cracker making for decades. The sweet smells from the National Baking Company’s ovens were a relief in the late 19th-century district of meat processing. It was here that two of the most important manufactured desserts in American history were born. Visitors to the High Lineand Chelsea Market may not realize they are strolling through a veritable cookie paradise!

This episode was produced and edited by Kieran Gannon

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It’s a scene more commonly imagined today in a Wild West saloon -- a shootout at Stanwyx Hall, across from the most elegant hotel in New York. The year was 1855, and the combatants were bitter rivals who had fought many times, including once in the notorious neighborhood of Five Points.

By the end, one man lie bleeding on the floor -- William Poole, a member of the Bowery Boys street gang, better known as Bill the Butcher.

The Martin Scorsese film Gangs of New York, loosely based upon the Herbert Asbury book, features a version of this character (named Wiiliam Cutting) played by Daniel Day-Lewis. But the story of the real William Poole is far more fascinating, stretching from the west side's Washington Market to the streets of today's SoHo neighborhood.

In this episode, Greg takes you into the world of Bill Poole and the domain of the mid-19th century street gang, mostly seen as scourges of the public good -- that is, until ruthless politicians began to see them as useful.

What was the Bowery like in the 1840s? And just who were the Bowery Boys?

This episode was produced and edited by Kieran Gannon.

Visit our website for more episodes related to this one and some additional images.

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Alexander Hamilton vs Aaron Burr! Delmonico's vs Sherry's! John Adams vs everybody! Some of history's most fascinating stories involve important figures who did not like each other very much.

In this edition of Bowery Boys History Live!, recorded at Manhattan's City Winery on May 26, 2026, Greg Young from the Bowery Boys brings some of these stories to a live audience, featuring author Laurie Gwen Shapiro, tour guide Billy Nemec, and the Gilded Gentleman himself, Carl Raymond.

Featuring tales of Revolutionary War spite, obscene Gilded Age banquets, and Jazz Age flights of spite. PLUS: New York City's longest-running rival.

NOTE: We performed at City Winery less than 24 hours after the Knicks clinched their place in the NBA Finals.

This episode for produced and cleaned up by Kieran Gannon.

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