Autumn Winds
Brigadier General Richard Montgomery tugged at his leather glove as the line of poorly fed and poorly armed men marched northward. The winds were strengthening, and the skies looked like slate. His eyes shifted to the dense forests to the north – Canada. We must strike quickly, or these lads will leave their bones here.
Isle of Hope
On September 4th, Schuyler joined Montgomery with an additional 800 men. Now, he had 2,000 poorly trained and poorly equipped soldiers. Schuyler was also ill. Despite this, the aging New Yorker ordered the army to move toward a small island on the Richelieu River called Île aux Noix. With little time left, on September 6th, Montgomery led a force north to their first goal, Fort St. John's, which protected the route to Montreal. Paddles and oars brushed the dark waters, each stroke bringing the army and Montgomery closer to their destiny. They carried more than just bullets in their pouches. Schuyler, who was in poor health and unable to lead the expedition, had drafted a proclamation calling the Canadians "Friends and Countrymen" and pleading for their support in driving the British out of the territory. They would be disappointed in this hope. Montgomery’s probing attack failed. Although he managed to repel an ambush of about 100 Indians under Captain Matthew Mead, Schuyler feared the fort couldn't be taken by storm and ordered Montgomery to return to the island, which the Americans then fortified.
Fort St. Johns
Montgomery decided to make another attempt at Fort St. Johns, but this attack was no more successful. In a series of errors, the two pincers of the American assault collided in the dark, muddy woods. Each thought they had encountered the British, and both forces fled. A furious Montgomery was able to stop the retreat and redirect them toward the fort.
His men advanced under withering British grapeshot fire, and the assault on the British breastworks was driven back. Montgomery planned another attack on the fort. However, half the New England troops fled. Montgomery, believing his force could no longer take the fort, retreated to Île aux Noix. When Schuyler’s illness forced him to return to Fort Ticonderoga, command of the late-start and ill-equipped operation was now his.
On September 16, Montgomery launched another expedition against the British fort. This time, he had 1,400 men along with a naval component consisting of two small ships and ten bateaux carrying 350 troops. The bateaux would counter the HMS Royal Savage. Montgomery arrived with the main force the following day. A month-long siege began, with the defenders outmanned and the attackers outgunned. The British garrison of 725 men was commanded by Major Charles Preston, who had been Montgomery's superior officer in the British Army just three years earlier. After initial skirmishing, Montgomery proceeded to besiege the fort. Progress was slow. Montgomery was everywhere at once, encouraging the building of siege lines and often coming under fire himself.
On September 22, the fiery general was inspecting the breastworks when a cannon shot from the fort flew by, tearing his coattails and causing him to tumble down. By luck and skill, Montgomery managed to land on his feet. His men watched and were all impressed by his Sang Froid. Their commander was a man of steel nerves. However, by early October, they still had not closed the ring on the fort, despite bringing in more guns. One battery did sink HMS Royal Savage, but Montgomery’s forces remained outgunned in most areas.
In mid-October, James Livingston, a relative of Janet Montgomery, recommended that Montgomery attempt to attack nearby Fort Chambly, which was a weaker post than St. John. He agreed and launched a night assault ten miles down the river. In two days, the fort surrendered 83 men and a large amount of valuable powder. However, the most significant prize was the colors of the 7th Royal Fusiliers, which he sent to the bedridden Schuyler – marking the first time a British battle flag fell into American hands.
This boosted morale, and Montgomery was able to get his men to reinforce the defenses around Fort St. John. They also managed to repel a relief force sent from Montreal by General Guy Carleton, the British commander in Canada. By November 1st, the new batteries positioned north of the fort completed the encirclement. They launched a bombardment that shattered walls and buildings, causing little damage but significantly lowering the defenders' morale. As night fell on the battlefield, Montgomery ordered a cease-fire and sent a flag of truce. During the night, the Americans intercepted a dispatch from Carleton instructing Major Preston to continue his defense. The following day, the fort surrendered with full military honors, and its garrison marched off to imprisonment. One can't help but wonder what might have happened if the message had gone through.
Montreal
Montgomery’s first major victory was now within his reach. But the weather and the terrain proved to be tough allies for the British. His men trudged across rugged ground covered with ice and snow. An early winter storm made progress even harder. He encouraged his men forward, knowing Carleton and his army were nearly cornered. When he learned of a British attempt to escape, he sent a detachment to Sorrel. After brief fighting, the British withdrew. Smoke rising from Montreal's chimneys welcomed Montgomery’s troops as they approached the city. A surrender demand failed, however, and as negotiations dragged on, Carleton managed to slip down the St. Lawrence River to the safety of Quebec. On November 13, Montgomery’s exhausted men entered a city without defenders - a Pyrrhic victory.
Back in Montreal, Montgomery insisted that the captured British prisoners be treated kindly. After all, many of them were not long before his comrades in arms. However, some of his own officers were unhappy with this. Montgomery was disappointed by another act of indiscipline, and only protests from the commander-in-chief prevented him from resigning.
Quebec
Determined to finish the campaign, Montgomery sailed to Quebec City on November 28 with 300 of his best men. Four days later, he joined forces with Benedict Arnold's remaining men at Pointe aux Trembles, just upriver from Quebec. Montgomery took command of both groups, and his first action was to deliver much-needed clothing and supplies to the exhausted “rabble in arms” marching through the Maine wilderness. But winter was tightening its grip on Canada, forcing him to act swiftly. The next day, his combined force moved downstream and encircled Quebec. On December 7, he sent a letter with an ultimatum, but it was burned by Carleton. Montgomery then tried to win the Canadians over to the cause, but his envoy was arrested. Desperate to reach Les Habitants (the locals), he had his proclamation shot over the city wall with bows and arrows. However, they stayed loyal to their new rulers.
Now Montgomery had to do the tough work of a siege. Several mortars began shelling the city, but their shells caused little damage. Undeterred, Montgomery moved another battery onto the Plains of Abraham, the site of the battle that decided the city's fate in the French and Indian War. The guns were closer to the walls but also more exposed. Still, by December 15, Montgomery had his batteries in position. Anxious for a resolution, he once again asked for Carleton’s surrender. When Carleton refused, Montgomery’s batteries opened fire. The guns failed to make an impact and were immediately threatened by effective British counter-battery fire. He was forced to order them back.
With supplies running low, morale weakening, and winter approaching, Montgomery had no choice but to storm the city. He decided to attack the Lower Town district (Saint-Roch) on the bank of the Saint Lawrence while Arnold would assault the powerful Cape Diamond Bastion. He planned the attack during a stormy night, hoping the weather would conceal their movement from the British. An attack scheduled for December 27 was canceled when the weather cleared. He was forced to revise his plans after someone defected to the British and revealed his strategies.
Montgomery prepared his plan. He aimed for a two-prong attack on the Lower Town, coming from the south, while Arnold would attack from the north. To mislead the British, Montgomery used a deception tactic. He ordered the 1st Canadian Regiment (local fighters who had joined the American cause) to fire at one of the gates, while a separate group engaged the defenders at Cape Diamond Bastion. The signal for the assault was rocket fire. Montgomery’s unimpressive artillery would bombard the city during the feint attacks. This was a bold and risky move. One Montgomery was reluctant to make, but he had no alternative. As George Washington would face a year later, expiring enlistments were draining the army, and many would be gone by January 1.
A Night to Remember, and Forget
Montgomery experienced his second snowstorm on the night of December 30. He quickly issued the order. Shivering but now energized, the Americans gathered in the wind and snow. The night was cold, dark, and intense, with wind howling and snow swirling. Where was the signal? At 4 am, an orange burst lit up the sky. Boot steps muffled by the wind and snow as his men made their way to the lower town. However, the British were warned by the rockets, and the walls were well-manned.
With their general at the front, the Americans edged down the steep and slippery cliffs and arrived just below the city walls. As if they didn't have enough obstacles, a palisade at the edge of the Lower Town now blocked their way! Axemen ran to the front and began chopping through. Then Montgomery personally led his column through the opening. Unknown to Montgomery, he was now a major general, promoted by Congress on December 9 for his victories at St. Johns and Montreal. Seeing a two-story blockhouse blocking their path, he had no time to waste or hesitate. He drew his sword and led the troops toward it, shouting, "Come on, my good soldiers, your general calls upon you to come on."
The desperate men gripped their muskets tightly and moved forward. About fifty yards away, an equally determined group of Canadian militia and British sailors in the blockhouse unleashed a barrage of musket balls and grapeshot. Montgomery was hit in the head and both thighs by grapeshot and died instantly. The deadly fire brought down two of his captains.
The attack fell apart after Montgomery’s death. The Americans retreated chaotically. A staff officer named Aaron Burr tried to carry Montgomery’s body back but failed. Meanwhile, Benedict Arnold's attack, which had started well, also broke down when Arnold was wounded in the leg by a ball. Many of his men, including Daniel Morgan, were forced to surrender to the British bayonets. With the guns suddenly silent, the howling wind and snow marked the end of the effort to connect Canada to the American cause.
Honors in Death
Montgomery was highly respected by the British for his previous service and his humane treatment of prisoners at Montreal. Carleton had him buried modestly but with honor on January 4. Some of his men, now prisoners, watched their beloved and heroic general during the solemn funeral. Meanwhile, Arnold, with a bandaged leg, took command of the battered army. His efforts to save the lost cause would be heroic and extraordinary but ultimately futile.
First Hero – First Monument
News of Richard Montgomery’s death was a heavy blow to the Northern Department. Schuler wrote, "My amiable friend, the gallant Montgomery, is no more; the brave Arnold is wounded; and we have met a severe setback in an unsuccessful attempt on Quebec. May Heaven be graciously pleased that the misfortune may end here." For a time, news of his death was kept quiet to delay the morale decline that would follow.
Washington was dismayed at the loss. So struck by Montgomery’s valiant death, Congress commissioned a monument to him and held a memorial service. He was celebrated as a hero throughout the colonies – perhaps the nation’s first national hero.
Significantly, Montgomery's death was mourned in Britain, and his former Whig allies used his death as an opportunity to criticize British policy. British Prime Minister Lord North acknowledged his qualities as a man but condemned him as a rebel. However, many of the London papers actually paid tribute to Montgomery.
Montgomery’s widow, Janet, dedicated her life to protecting his legacy. She moved to the house near Rhinebeck, which she had initially hoped to keep before the war. She also rejected a marriage proposal from former Continental general and British officer Horatio Gates. This was noteworthy in a society where widows usually remarried.
Final Farewell
In 1818, Governor Stephen van Rensselaer of New York had Montgomery's body moved to New York. About 5,000 mourners participated in his funeral procession, and on July 8, he was laid to rest for the last time next to the Montgomery monument at St. Paul’s Church. The ceremony provided some closure for Janet Montgomery, who was pleased with the honors given to the soldier she loved.
In closing, Montgomery, Alabama, named after America's first hero, unveiled a statue of its namesake in 2019 as part of its bicentennial celebration. It is somehow touching that a man who died in the cold of the North would be honored by citizens in the deep South.
