In September 1775, a small handpicked group of men boarded a makeshift flotilla embarking from Cambridge, Massachusetts. Having successfully bypassed Royal Navy scout ships this ramshackle fleet made for the wild and desolate Coast of Maine. Their objective was to disembark and march through the thick North Woods to the Citadel of Quebec, which stood like a sentinel at the mouth of the St. Lawrence River. Their intended route had never been taken which proved to have dire consequences as distances and conditions were critically misunderstood. Conducting such an operation took considerable skill, determination, and sheer force of will to which the leader of this expedition did in fact possess. His name was Benedict Arnold.

Brian Hughes explains.

A portrait of Benedict Arnold. By Thomas Hart.

Prelude

Following the initial outbreak of hostilities at Lexington and Concord an obscure Captain of Connecticut Militia arrived outside of Boston Massachusetts to join the coalescing colonial forces turning up in their masses to contest British rule. Benedict Arnold had been a successful sea-going merchant and Apothecary owner from the prosperous city of New Haven, Connecticut. It didn’t take long for Arnold to draw the conclusion that the Colonials found themselves in a difficult situation. Having successfully contained British forces within Boston, this ragtag Army of Patriots lacked the necessary artillery required to dislodge them. Arnold proposed capturing the guns from the dilapidated Fort Ticonderoga, located at the strategic nexus of Lake George and Lake Champlain. Arnold was granted a commission as a Colonel and would lead the enterprise in tandem (though begrudgingly) with the leader of the infamous Green Mountain Boys, Ethan Allen. The enterprise turned out to be successful, having secured more than enough weapons and materials for the besiegers who were then able to displace their foes.

Having now made a name for himself, Arnold displayed impressive military acumen by deducing that a major British counterattack was inevitable and measures would need to be taken in order to avert such a predicament. Traditionally, armies operating in the North American theater of war utilized the strategic Champlain-Hudson Corridor, a nearly continuous series of waterways from Quebec to New York City. With the absence of numerous roads this aquatic highway was the most efficient and logical method for transporting men and material throughout this vital region. Both the French and British armies made consistent use of these lakes and rivers throughout the French and Indian war as had various indigenous peoples for time immemorial. When the British returned, they would arrive in the north and attack from here.

Knowing full well that Quebec was to be the logical focal point of the British counterblow the now reinvigorated Patriot forces were in some haste to prevent this incursion from happening. Philip Schuyler, an influential New York Patroon and newly made Major General opted to lead a detachment from Fort Ticonderoga and capture Montreal. This plan would soon be dashed as Schuyler became immobilized by gout. Command then passed to General Richard Montgomery, a former British Army Officer and transplant to North America.

March

Benedict Arnold simultaneously proposed an additional invasion route. Arnold offered to lead a small column of men from Massachusetts to Maine (then still part of Massachusetts) and lead his file overland traversing multiple portages, to surprise and ultimately capture Quebec before the British could respond to the taking of Montreal. The route proposed by Arnold was untried, having been only partially scouted by military surveyors; the most noteworthy map had been drawn up by a British Military Engineer by the name of John Montressor in 1761. It proved to be hopelessly flawed however, misjudging distances and elevations to a considerable degree.

To this day Maine remains one of the most wild and remote states on the Atlantic Seaboard. Men would have to trek through dense forests, ford flooded rivers and treacherous currents, brave extreme temperatures, all while sustaining themselves on meager rations. All of this was compounded with the lateness of the season as the brutal northern winter approached abruptly. In early September Arnold assembled an ad hoc flotilla consisting of 1,100 men and proceeded to lead his vessels up the New England Coast successfully evading Royal Navy vessels in the process. The troops disembarked and began making their way up the Kennebec River but the various columns of troops quickly became separated.

The conditions were appalling. Men were constantly soaked between fording waterways and the relentless autumn rains. The Bateaux and watercraft utilized were not capable of handling the necessary logistical requirements, often floundering and breaking, losing vital provisions in the process. Arnold often traveled ahead of the main bodies of troops sending any essential supplies in which he could requisition from the inhabitants. Food became increasingly scarce. The men had to scrounge for whatever sustenance the country could offer, with some eventually succumbing to hunger while others consumed bits of leather from their shoes and clothing. With supreme endurance coupled with Arnolds exemplary leadership, this small force endured these tribulations to reach their destination in time to rendezvous with Montgomery. But their already small numbers had been significantly depleted, losing about half of their men in the process.

Attack

By now the Anglo-Canadians were aware of Montgomery’s successful capture of Montreal on the 13th November and were coming to realize their vulnerable situation as Arnolds men stormed out of the North Woods and stood defiantly across the river from the city. The British Commander and acting Lieutenant Governor of Quebec, Guy Carleton proved more than capable in dealing with the tenuousness of the situation. Mobilizing all the personnel he could muster, including several sailors aboard the few ships still in the St. Lawrence, the opposing forces would be roughly equal in size, a factor which benefited the defenders as the American troops possessed only scant siege material.

With Montgomery arriving with his body on the 2nd of December, Arnold proceeded to meet and confer with the Major General as they eventually drew up a plan of attack. With both commanders leading a contingent, Arnold and Montgomery intended to launch a two pronged assault on the upper and lower towns. Making use of whatever artillery and siege equipment they had in their possession, they would swiftly overrun the garrison whom they believed possessed low morale and defended decrepit posts. The Americans would be forced to act quickly as another factor to which they had to consider was the soon to expire enlistments of the various militia troops comprising the bulk of their already small force. It was imperative that the assault occur before the end of the year, when the commanders would be obliged to send these troops home.

On the 31st of December a blinding snowstorm took hold. The timing of such a blizzard served as yet another impediment to the American besiegers. With no other choice but to attack the assault was carried out as intended. Both Arnold and Montgomery characteristically led from the front braving a storm of bullets that seemed to be as numerous as the falling snowflakes. It was then that a fatal blow afflicted the Americans as General Montgomery urged his column ahead from the vanguard; he was instantly struck down by a cannon blast killing himself and several accompanying officers instantly. As confusion struck the attackers the next officer in charge wavered under the strain of combat and ordered a hasty withdrawal isolating Arnold’s troops to press on alone. While this was happening, Arnold was struck in the leg by a musket ball causing agonizing pain. Arnold tried his best to lead his men on but the wound was too much as he reluctantly withdrew to the rear urging his men on the entire time. Famed woodsmen and rifle corps leader Daniel Morgan then took command as he aggressively spearheaded a renewed assault leading his men and fighting ferociously. As the American assault made its way toward the agreed upon rallying point with Montgomery the disorientation of the weather and the resistance of the defenders became too much. As Morgan continued to push forward through the unfamiliar city a reformed British counterattack stopped the invaders in their tracks inflicting several casualties in the process with Morgan and hundreds of others being taken prisoner.

Aftermath

The attack had failed. The Anglo-Canadians continued their dogged resistance even as the Americans withdrew, maintaining a tenacious siege once again led by Arnold. But between the severity of the Canadian winter and their well supplied adversaries the Americans would eventually have to withdraw yet again this time to Montreal before reinforcements did eventually arrive months later and placated them from Quebec for good. Arnold's march through Maine remains one of the most impressive feats of daring fortitude in American history. Some would even refer to him as America’s Hannibal, after the Carthaginian General who boldly led his Army over the Alps to attack Rome. Although the Americans failed in their objective to take the City of Quebec, their stamina and perseverance foreshadowed that this conflict would not be resolved quickly after all.

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