Winter Gamble

Darkness Descends

December 1776 was truly a month that tested men's resolve. The British had been pressing the Continental Army since their invasion of Long Island in the summer. The "victory" at Harlem was the closest the struggling Americans came to stopping Lord Howe's advance. The only thing standing between Washington and an early British victory that could end the rebellion was, well, Lord Howe. His smart strategic moves, well-executed naval landings, precise tactics, and professional sieges characterized Howe's offensive. However, his slow movements allowed Washington to repeatedly slip free.

Cornwallis crossed with five thousand crack troops to begin
the rout through the Jerseys

Winter Quarters

Lord Cornwallis

 By late December, Washington's army was safe across the Delaware River and prepared to defend the nation's capital, Philadelphia. He had fewer than 2500 effective troops, and that number would soon decrease as many enlistments ended in January, with the much-needed replacements not arriving until early the next year, if at all. 

The Continental Army lacked supplies of all kinds, especially

clothing- not just winter gear, but any clothing at all! However, Washington had help from Howe, who halted General Cornwallis's 5,000 crack troops at the Delaware. Washington's men had confiscated every civilian boat for miles along the river, forcing Cornwallis to wait for the British pontoon trains before crossing. 

Meanwhile, Howe, believing Washington was defeated, ordered his army into "winter quarters," and he himself hurried back to New York to be with his mistress. Cornwallis's wife was reportedly ill, and he headed to New York to catch a ship to England before winter made crossing impossible. To guard his New Jersey holdings, Howe left brigade-sized garrisons at Princeton, Brunswick, Bordentown, and Trenton.

An Army at rest and an Army formed

General John Sullivan

As soon as he escaped Cornwallis' onslaught, Washington began to think about his next move. Congress abandoned the capital and fled to Baltimore. Congress also offered him near-dictatorial powers, which he refused. Then, the help he had counted on, and had previously dismissed, suddenly arrived. General John Sullivan, returned from British captivity, led the division of General Charles Lee across the Delaware and joined Washington near Yardley, New Jersey. 

Washington then decided to proceed with his plan; he would gamble on a surprise attack against the British garrisons closest to the Delaware: Bordentown and Trenton. Washington's bold gamble required meticulous planning, daring, and a bit of luck. His first stroke of luck was Sullivan's arrival. 

The second was his ability to persuade the troops to extend their enlistments long enough for his plan to succeed. Washington personally met with the men, and his sincerity and apparent dedication to them and the cause swayed just enough. 

The third factor was the weather, and the last was maintaining the element of surprise during a period when not only Loyalists but even discouraged patriots might betray him to the British. Spies were everywhere.

The Crossing

Washington concealed his movements from Loyalist spies and led his army to McGonkey's Ferry on the evening of December 25th. The weather was cold with snow flurries, but the river had not yet frozen over. The crossing began after dark, but one delay followed another, throwing off Washington's schedule. He planned to march about nine miles downstream and surprise the Hessian garrison commanded by Colonel Johan Rall at dawn. The critical element was the guns. Henry Knox assured him he could get all 18 cannons across. However, the snow increased in intensity, and ice floes started to form. With each wave of boats crossing in the darkness, the risk grew. Yet, Colonel John Glover's Marblehead sailors, along with the renowned Gloucester Regiment, outperformed even the heroics of Long Island. A delay in crossing would not mean crossing denial—at least at McGonkey's. Further downriver, two other divisions of Pennsylvanians, under Generals Ewing and Cadwallader, were supposed to cross and take Bordentown, as well as assist at Trenton. But the ice floes thickened to the point where neither division could cross that night. This part of Washington's plan had failed.

The Miracle

Washington's forces did not fully cross until late at night. Then, they began the night march in two columns—one along the river road and the other, which Washington joined, moving further inland. The men, cold, wet, and exhausted, struggled across rugged, rocky, and wooded terrain. With limbs frozen and nearly blind from the elements, the soldiers used patches of white paper to guide them in the dark.

 

All the time, Washington hoped the other columns could cross without being detected and that the Hessians would not be alerted and waiting. His worst fears were confirmed in the first case, but his greatest hopes came true in the second. Arriving well into the early morning light, the Americans were surprised to find the small town still asleep and the weather clearing. The sound of a cannon signaled the two-pronged attack. 

Surprised, the Hessian professionals formed up as best they could to meet the invaders, but within an hour, the battle was over. Rall, the enemy commander, was mortally wounded, and his men soon surrendered. Not a single American died, and only a few were wounded. Washington's gamble succeeded... but his winter campaign was only just beginning.

Continentals rush a Hessian gun to open the battle

Gambling through Defeat and Victory

The Gambler

The Gambler

Apologies to Kenny Rogers, and no, His Excellency did not have a gambling problem. Although as a landed Virginia planter, he was no stranger to money won and lost at the horse race or whist table. Ever the champion of order and integrity, Washington knew that excessive gambling was problematic. He is quoted on the subject: "Gambling is the child of avarice, the brother of iniquity, and the father of mischief." But during the time of the Yankee Doodle Spies, it was sometimes a necessity, at least on the field of battle.

The North and Early Success

Even as he adopted a risk-averse Fabian strategy for the war, Washington understood that a successful commander must be willing to take calculated risks. Since his army was almost always outnumbered and outgunned, the need to take risks arose frequently. In Boston in 1775, Washington took three major chances: outfitting ships to challenge the British Navy, dispatching troops to Canada, and sending a small force to capture Fort Ticonderoga and its formidable artillery. 

The Canada campaign failed, and his navy's efforts highlighted the need for a Continental Navy, but Ticonderoga was taken by a surprise attack. This victory gave the Americans control of the largest fortress in the colonies and, more importantly, the heavy guns the Continental Army needed to make the siege of Boston a success.

Heavy guns from Ticonderoga were dragged
across snowy mountains to Boston

The Middle Brings Failure

After Boston fell, the British threatened the middle states (or colonies, as you prefer) with an attack on New York. Not yet the largest city in North America, New York was strategically important because of its location and its excellent harbor. Additionally, New York had a larger Loyalist base than New England. Washington hurried his forces south in anticipation of a sea invasion. When the British took Staten Island, Washington risked dividing his forces and deployed about a third of his army on Long Island to stop an expected phased approach to capturing Manhattan. 

The result was a severe defeat, as the vastly outnumbered forces on Long Island only escaped total destruction by taking the risk of a night move through a storm while the enemy was nearby. Two principles of war were abandoned out of desperation. Washington also gambled in the secret war — sending the unready Captain Nathan Hale behind British lines and launching the "wonder weapon" (not) - the submarine Turtle. 

The last gamble in New York was leaving a sizeable force of valuable troops at the fort named Washington on upper Manhattan. This was done to keep a foothold on the island, with the hope of retaking it later. However, the result was the loss of the fort and its troops, who could have been more useful in the upcoming campaign for the Jerseys. 

Americans faced overwhelming British forces at Long Island

The South Brings Triumph

That area would be south (some might say central) Jersey. Most Americans are familiar with Washington crossing the Delaware, and a few know it resulted in a victory at Trenton. But few understand that this unlikely win was one of Washington's biggest gambles. His forces were exhausted and demoralized after a chaotic retreat across the Jerseys. Washington's army abandoned Fort Lee to General Cornwallis and hurriedly moved from Hackensack through Newark, New Brunswick, and Princeton. 

In December, Washington managed to get his small force across the Delaware to safety in Pennsylvania. After a tough year of fighting, with barely fifteen hundred underfed and poorly equipped soldiers and a demoralized nation ready to give up the glorious cause, Washington's situation was dire. Enlistments were ending, supplies were scarce, and a panicked Congress had fled the capital, Philadelphia. To make things worse, the British captured Washington's second-in-command, General Charles Lee, in a daring cavalry raid. Those were the times that tried men's souls, and the whole world thought the end was near.

General Howe

 Nobody would have blamed Washington for taking his small forces into winter quarters and trying to come back in the spring. That's what the British commander was expecting and doing himself. To the alarm of many of his senior officers, General William Howe put his army into winter quarters just when he had Washington beaten. 

Brigade-sized units garrisoned Princeton, Trenton, and Bordentown, while the rest of Howe's army remained in or near the comforts of New York. Luckily, Lee's division made it to Pennsylvania without their commander, giving Washington the boost he needed to try a risky gamble to save the revolution from ending that winter. How he pulled off this gamble will be our next discussion.