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The 1777 Danbury Raid and the Battle of Ridgefield

This webinar with Ed Hynes includes an extensive Q&A with participants, and a downloadable PDF of his slide show. This presentation begins on April 25, 1777, when the British land at Compo Beach, march through Redding to Danbury, and return to the shore through Ridgefield and Wilton. Learn about the main encounters that took place in Danbury and Ridgefield and the roles key historical figures played in the Raid and Battle.

This program was co-presented by the Ridgefield Library and supported by CT Humanities and Fairfield County Bank. The program took place on April 29, 2021.

It was the spring of 1777, and the Royal Governor of the Province of New York, Major General William Tryon, was not a happy man.  In 1775-76, the British had been mauled and forced to flee Boston and their commander, General Thomas Gage, had been sent home in disgrace.  In the summer and fall of 1776 British forces under Admiral Sir Richard Howe and General William Howe defeated General George Washington in the Battle of Brooklyn but somehow had failed to “close the deal,” allowing Washington to escape and humiliate the Hessians in Trenton.  This “rabble uprising” was clearly getting out of hand.

Tryon, who had previously put down significant colonial unrest as governor of North Carolina, found his New York supply line to be perilous.  Fodder was not to be found and Hessian reinforcements had arrived poorly armed and without tents.  Housing was scarce in New York City as a result of the mysterious great fire following the Battle of Brooklyn.  But Tryon was a man of action.  The rebels had supplies and lots of tents in Danbury, Connecticut, a colony with known loyalist sympathy.  He would lead a raid and seize what he needed but was determined not to repeat the mistakes of The Lexington/Concord Raid.  He demanded detailed military planning, 1,700 experienced troops, diversionary actions against Peekskill and most important, to be guided by the 300 man Royal and Honorary Prince of Wales Loyal American Volunteers, largely raised in Fairfield County.  His force would be led by locals, who knew the roads and the political sympathies of their neighbors.  On April 25, 1777, Tryon’s forces landed between Fairfield and Norwalk (in what is now Westport) at Compo Beach, and marched to Danbury where they chased off a small garrison of Continental Army troops.  But Tryon found that “inland citizens” were not quite as loyal to the Crown as he had assumed (he had made this same mistake in North Carolina).  And by chance, Brigadier General Benedict Arnold was nearby, in route to complain to Congress about his perceived poor treatment. On hearing of the British landing Arnold gathered volunteers and “rode to the guns.”  Major General David Wooster, commander of the Militia in the area, was also in New Haven and he joined with Brigadier General Gold Selleck Silliman’s local militia and with a combined force of roughly 500 men the Patriots responded vigorously.  In the face of this action Tryon abandoned his plan to seize the supplies and instead burnt them before marching to Ridgefield.

Painting of Benedict Arnold
Benedict Arnold

A company led by Wooster attacked Tryon’s rear guard twice as he moved toward Ridgefield on April 27.  In the second encounter, Wooster was mortally wounded and died five days later.  The main encounter then took place at Ridgefield, where several hundred militia under Arnold’s command, confronted the British.  They were driven back in a running battle down the town’s main street, but not before inflicting casualties on the British and delaying their progress.

Additional militia forces arrived, and the next day they continued to harass the British on their return to Compo.  Arnold’s troops regrouped to make a stand on Old Hill in today’s Westport, but they were outsmarted by the Loyal American Volunteers who helped the British flank their position.  The British made a mad dash for their ships as Arnold’s troops pursued them before being scattered by British artillery fire and bayonet charge on Compo Hill.

The British had walked in but had to fight their way out to Compo Beach where they had left their ships.  They had burned rebel supplies and outwitted the Rebels by escaping destruction, but because of this action, American forces gained international esteem.  Benedict Arnold, while tactically out-maneuvered, would receive his promotion to Major General and go on to the important victory at Saratoga.  Without the “Danbury Raid” that critical battle might have ended quite differently.

The expedition was a tactical success for the British forces, but their actions galvanized Patriot support in Connecticut.  While the British again made raids on Connecticut’s coastal communities, including a second raiding expedition by Tryon in 1779 and a 1781 raid led by Arnold after his defection to the British side, they made no more raids that penetrated into the countryside.

Lecturer Ed Hynes, CFA
Ed Hynes, CFA

Ed Hynes, CFA was born and raised in Wilton, CT.  He attended Wilton High School and currently lives in Norwalk.

Ed first became interested in the Danbury Raid as a child when he learned his neighbor’s house was partially burned by the British during the raid. He and his wife are fascinated by history and have visited many important battlefields both here and abroad.

Ed graduated from The George Washington University in Washington D.C. with a B.A. in political science.  He subsequently spent most of his career in financial services.  As an equity analyst, institutional salesperson and trader he worked with some of the premier investment banking firms in many of the world’s leading financial centers including New York, Tokyo, London, Chicago and San Francisco.  In 2001 Ed became a Chartered Financial Analyst (CFA) and is currently a Financial Advisor with Merrill Lynch in Westport, CT.


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