The West Side Cowboy & The High Line

Scroll down to watch rare footage of the West Side Cowboy and the High Line from the 1930s. Click here to read about the last Urban Cowboy and his final ride. 

Since the 1999 establishment of Friends of the High Line made the park an international cause célèbre, the story of the West Side Cowboy has become embedded in the High Line’s narrative.

Photographs of the cowboy show him in various states of attire, from a formal uniform at the turn of the century (as at left) and later in jeans and felt hat (below). Video, however, is exceedingly rare. I discovered the footage here while researching ON THE HIGH LINE and organized it into a short narrative with musical accompaniment. The footage was taken in the 1930s and shows a New York Central locomotive steaming down Tenth Avenue, past the High Line — then a working railroad — preceded by the now-famous man on horseback. The footage is scrappy, but you can see many wonderful details, including (at the beginning) a glimpse of a large luxury liner in the harbor. This video shows, in a way that still photographs simply can’t, what it was like when freight trains ran at grade down the streets of Manhattan’s West Side. [NOTE: sometimes the video takes a moment to load, so please be patient.]

The job of urban cowboy was created by an 1850s city ordinance that permitted freight cars to run along the streets so long as they didn’t exceed six miles per hour and dictated that the railroad — first the Hudson River, later the New York Central — “shall employ a proper person to precede the trains on horseback, to give the necessary warning in a suitable manner on their approach.” Still, so many accidents and deaths occurred on the at-grade tracks along Tenth Avenue between 17th and 30th Streets that it came to be known as “Death Avenue.”  

The “proper persons” were the West Side -- or Tenth Avenue -- Cowboys; they waved a red flag by day and a red lantern by night to give their necessary warning. New York’s urban cowboys figured in Mario Puzo’s 1965 novel, The Fortunate Pilgrim, in which they were known as “dummy boys.” A scene in the novel, which is set in the Hell’s Kitchen neighborhood where Puzo grew up, describes two boys gazing out their childhood window: “Far down Tenth Avenue they could see the red lantern of a dummy boy and behind it, like a small round ghost, the white dot of the trailing engine searchlight.”

It was at 10:50 a.m., not high noon, that the last cowboy rode down Tenth Avenue. It was March 29, 1941. He was George Hayde, age twenty-one, mounted on what one reporter dubbed “his faithful bay, Cyclone.” The two led a string of fourteen freight cars loaded with oranges. A team of reporters who covered the event agreed afterward that George and Cyclone completed the trip without exceeding the speed limit.

Click here to read a longer excerpt from The Fortunate Pilgrim and a description of the horses and their “gallant riders” in a 1933 edition of the London Terrace Tatler.

Click here to read my blog post “The West Side Cowboy & The High Line: A Birthday Tribute” on

Piano accompaniment: opening section of Franz Schubert's "Moments musicaux," Opus 94, No. 2, played by Rafael Cortés

Top Image: "Death Avenue 1910" by George Grantham Bain. Library of Congress
Bottom Image: West Side Cowboy riding north on 10th Avenue. Photo courtesy Kalmbach Publishing Co.