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Outside New York City, two passenger trains on the Long Island Railroad collide head-on killing five people

Fatal railway collision on the Long Island Railroad, Jamaica, New York, August 28, 1865, artist's impression, detail
08/28/1865
A morning collision between two crowded passenger trains on the Long Island Railroad between Winfield and Jamaica just outside New York City killed five people and injured up to twenty-five others.  One train was a special and confusion over schedules was blamed on the crash.  The two locomotives, both new and named "General Grant" and "General Sherman," met head on at some speed. (By John Osborne)
Source Citation: 
"The Long Island Railroad Disaster," Frank Leslie's Illustrated Newspaper, September 16, 1865, p. 404.