08/28/2026
On this day in 1776, George Washington’s army was routed at the Battle of Long Island.
By August 1 the British had landed 32,000 troops on Staten Island, protected by 73 warships. Unsure of where the British would strike, Washington divided his army, placing about 10,000 men on Manhattan (where he expected the attack would come) and about another 10,000 on Long Island (in present day Brooklyn).
On August 22 the British began landing a large force on Long Island, where the American defenders commanded by General John Sullivan were deployed along Brooklyn Heights and the Heights of Guan. Although Washington had placed strong defenses at the other passes leading to the heights, in a major tactical blunder he left the little-used Jamaica Pass protected by only 5 militiamen. After Loyalists informed British General Henry Clinton that the pass was essentially undefended, on the night of August 26 he led a force of 10,000 men to the pass, guided by local Loyalists. The 5 pickets mistook Clinton’s men for Patriots and they were nabbed before they could issue any warning.
In the predawn hours of August 27 the British launched a diversionary attack against the American lines, holding them in place while Clinton’s force swooped down on them from the rear. Sullivan’s men fought bravely, but their situation was hopeless and they were soon forced to retreat. The American army was saved complete destruction by a heroic rearguard stand by General Lord Stirling (William Alexander) and the “Maryland 400,” the subject of the next Dose, and most of Sullivan’s men managed to escape, although Sullivan himself was captured.
The Battle of Long Island, the first major battle since the issuance of the Declaration of Independence, was a stinging and costly American defeat. But the blow was softened two days later, when, while seemingly hopelessly trapped, Washington managed to evacuate the 9,000 survivors to Manhattan.
The Battle of Long Island occurred 250 years ago today.
The painting by Alonzo Chappel shows American troops frantically escaping across Gowanus Creek, while in the distance the Maryland 400 attack the British.
A Daily Dose….