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27 August in military history: the Battle of Long Island, 1776

Military history · 27 August · American Revolutionary War · Full calendar

Engraving of George Washington on a rearing white horse at the water's edge, pointing with his sword as soldiers with muskets and torches crowd onto the shore and into rowing boats, with sailing vessels and a stormy sky behind them.
Washington's Retreat at Long Island, August 1776: a steel engraving by J. C. Armytage after a painting by Wageman, published in the 19th century. The crossing to Manhattan on the night of 29 to 30 August saved the army beaten on 27 August. Public domain. U.S. National Archives, via Wikimedia Commons.
Quick answer

On 27 August 1776, in the first major battle fought after the Declaration of Independence, General Sir William Howe's British and Hessian army routed the American forces on Long Island, in what is now Brooklyn. A British column marched by night through the barely guarded Jamaica Pass and fell on the Americans from behind while the Hessians attacked from the front. A rear guard of about 400 Maryland and Delaware soldiers under Lord Stirling charged again and again to hold the British back, and most of the army reached the lines on Brooklyn Heights. Two nights later George Washington evacuated it across the East River to Manhattan.

The fight for New York

After leaving Boston in March 1776, Howe moved to take New York City, under the guns of a British fleet that controlled the surrounding waters. Washington, not knowing where the blow would fall, split his army between Manhattan and the fortified lines on Brooklyn Heights across the East River. On 22 August Howe's army, which Britannica puts at almost 30,000 British regulars and Hessians, began landing on the south shore of Long Island. The Americans built up their strength there to about 9,000 men, but their commander, Major General Nathanael Greene, fell ill and was replaced by Major General Israel Putnam.1

About 6,500 Americans held the main fortifications, and the rest were pushed forward to block the three roads leading to the Heights. Further east, the road through the Jamaica Pass was barely defended.2

Through the Jamaica Pass

After midnight on 27 August Howe's left and center columns advanced on the American outposts, drawing Putnam's attention. Meanwhile a column of several thousand men under Generals Henry Clinton and Charles Cornwallis marched through the Jamaica Pass. At about nine in the morning it struck the Americans from the rear while the Hessians attacked from the front. Surprised and outnumbered, American units broke for the main defenses, and several regiments were overwhelmed in desperate rearguard fights.3

The Maryland 400

On the American right, General William Alexander, who styled himself Lord Stirling, commanded the 1st Maryland and 1st Delaware Regiments. As the British closed around them, the only way out lay across Gowanus Creek, a marshy stretch about eighty yards wide under heavy fire. Stirling sent most of his men across and stayed with about 400 Marylanders and Delawareans as a rear guard. According to the National Park Service, they charged the British posted in and around the Old Stone House with bayonets, fell back, regrouped and charged again, three times in all.4

The NPS records 256 of them killed near the house and more than 100 captured, many of whom died as prisoners; only a few dozen got back to the American lines. Stirling himself surrendered to a party of Hessians. Both Britannica and the NPS credit the stand with letting many Americans escape to Brooklyn Heights. The NPS calls the force, more fairly, the Maryland and Delaware 400.5

Escape across the East River

Howe did not storm the Brooklyn lines at once but halted for two days to prepare a regular assault. When a storm drove the British warships downriver, Washington took his chance, and on the night of 29 August the bulk of the army crossed to Manhattan in boats; according to eyewitnesses he was the last to leave Brooklyn. Britannica gives American losses as 300 dead, 650 to 800 wounded and 1,100 captured, against 64 British and German dead and 314 wounded, missing or captured.6

The escape lifted American morale, but after further defeats Washington had to retreat into New Jersey, and the British held New York for the rest of the war. Our full article on the Battle of Long Island tells the story in more detail, and the fall of Fort Washington continues it.7

Also on this day

Frequently asked questions

Who won the Battle of Long Island?

The British under General William Howe. They outflanked and routed the American forces on 27 August 1776, but Washington evacuated most of his army to Manhattan two nights later.

Is the Battle of Long Island the same as the Battle of Brooklyn?

Yes. The battle was fought in what is now Brooklyn, on the western end of Long Island, and is known by both names.

Who were the Maryland 400?

About 400 soldiers of the 1st Maryland and 1st Delaware Regiments who stayed behind with Lord Stirling as a rear guard and charged the British near the Old Stone House several times. According to the National Park Service, 256 of them were killed, but their stand let many other Americans escape.

How did Washington escape from Long Island?

On the night of 29 August 1776, while a storm kept British warships away, he ferried the bulk of his army across the East River to Manhattan in boats, reportedly leaving Brooklyn last himself.

Notes

A number in the text points to a note; each note names the works that paragraph draws on, listed in full under Sources.

  1. Raymond K. Bluhm, “Battle of Long Island”; National Park Service, “The Maryland 400”. ↩
  2. Raymond K. Bluhm, “Battle of Long Island”; National Park Service, “The Maryland 400”. ↩
  3. Raymond K. Bluhm, “Battle of Long Island”; National Park Service, “The Maryland 400”. ↩
  4. Raymond K. Bluhm, “Battle of Long Island”; National Park Service, “The Maryland 400”. ↩
  5. National Park Service, “The Maryland 400”; Raymond K. Bluhm, “Battle of Long Island”. ↩
  6. Raymond K. Bluhm, “Battle of Long Island”. ↩
  7. Raymond K. Bluhm, “Battle of Long Island”. ↩

Sources

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