Howe held possession of the southwestern part of the Island. His presence caused consternation among the patriots, who sought the American lines for protection, while those who were weak in the faith, or favored the cause of royalty, joined his standard.

The small body of riflemen who had been stationed at Fort Hamilton could not prevent the landing of the invaders. They, however, destroyed the growing crops so that the enemy would derive no benefit from the cereals, and, having done this, sought safe quarters between Brooklyn and Flatbush. Meanwhile Howe was not idle. Establishing his headquarters at New Utrecht, he employed his men in reconnoitring. Skirmishers were sent out from time to time, who succeeded in capturing many straggling soldiers, and withal securing much plunder. General Sullivan, who was in command of the American forces, had but 5000 men. These lacked the ability to contend against the numbers opposed to them. Most of Sullivan's men were volunteers, unused to the hardships of camp life, and without experience in military tactics. Notwithstanding the disparity of numbers, Sullivan made diligent preparation to resist the onward progress of the enemy should they attempt to press forward to New York. Washington at this time was with the main body in New York, laboring earnestly to defend the lines of that city, and obstruct the progress of the enemy should they attempt to lay siege to the town.

On the 25th of August Washington sent large reinforcements to Brooklyn. At the same time General Sullivan was removed from the command of the army, and General Putnam dispatched to take his place. Washington supposed that the enemy would attack Long Island and New York at the same time. Putnam on assuming command received strict injunctions to guard all the passes, and thereby prevent advance movements on the part of Howe. Sullivan had planned the intrenchments, and having studied the ground in conjunction with General Greene, he knew where to station his sentinels. The country was thickly covered with wood from the Narrows to Jamaica. The American camp could be reached only by three accessible passes. One of these wound round the western edge of the Narrows; another crossed the range to Flatbush; and the other passed through Flatlands, crossing the Bedford and Jamaica roads. Sullivan had erected breastworks near these passes, and at each stationed several regiments. Scouts were also employed to watch the roads leading to the passes, and give the alarm in case the enemy approached. Putnam did not manifest much ability upon taking command of the army. Instead of strengthening the outposts, which were a sure protection against the progress of the enemy and the annihilation of his camp, and which had been wisely chosen by his predecessor, he saw fit to remove the patrol, and thereby weakened his own position, gave the enemy an unobstructed road to the American camp, and insured the disaster which attended the battle that followed, causing demoralization not only in his own ranks, but also throughout the entire army, which in a great measure became disheartened by the terrible defeat on Long Island. Had General Greene, who had served as the superior officer to Sullivan, not been prostrated by sickness, and been enabled to remain in command, instead of being replaced by Putnam, no such disaster would have occurred. He knew the character of the country, and the importance of holding the passes, and would not have readily yielded up their possession.

Meanwhile General Howe, the commander of the British forces, issued a proclamation, wherein he gave notice, on behalf of his Majesty's government, to all persons who had been forced into rebellion, that, on delivering themselves up at the headquarters of the army, they would be received as faithful subjects, and be given permission to return to their dwellings, and be protected in person and property. And further, that "all those who choose to take up arms for the restoration of order and good government within this Island shall be disposed of in the best manner, and have every encouragement that can be expected." This offer was accepted by some lukewarm people; but to the honor of the majority be it said, its terms and conditions were, in general, indignantly refused.

General Clinton, whose forces had joined those of Howe, soon saw the unprotected state of the passes. The information he acquired as to their unguarded condition he at once communicated to Howe, who thereupon held a consultation with him, and planned measures to entrap the patriots. They arranged a plan of attack. On the 26th the Hessian troops, under command of General De Heister, took the road leading to Flatbush through the hills, while General Grant, with another division, took the shore road. These movements were intended to deceive Putnam, and enable General Clinton, with the main body, to direct his efforts to gain possession of the pass at Bedford, and thereby flank the American lines. The manœuvre was successful. Putnam, learning of the advance of Generals De Heister and Grant, dispatched a strong force under Lord Stirling to guard the river road, and another under General Sullivan to impede the progress of De Heister at Flatbush. Putnam did not comprehend the movements of the enemy, and did not learn the advantage they had gained by their military skill until General Clinton had accomplished his purpose, by gaining the position he desired, and had opened a heavy fire upon Sullivan's rear. Sullivan saw that he was surrounded. After vainly attempting to break through the lines of the enemy and secure the lost ground, his troops became confused and broke ranks, taking refuge in the neighboring hills. They could not escape, and the greater part, with their faithful officer, were soon discovered and secured as prisoners of war.

The contest with General Grant on the shore road was far more animated and vigorous. Lord Stirling, who had command of the American troops, was posted on the slope of the hills just north of Greenwood Cemetery, and firmly maintained his ground against Grant, until the latter received reinforcements. Early on the morning of the 27th, General Grant reached the lower pass, and encountering a regiment under command of Major Bird, was compelled to retreat. General Putnam, who had been apprised of the retreat, directed Lord Stirling to hold the invaders in check. Stirling, in obedience to the order, started with two regiments for the Narrows. A Connecticut regiment was also placed under marching orders, and followed to render him support and assistance.

Stirling soon met Major Bird retreating before the fire of the enemy. He formed his brigade in line of battle, judiciously placing some of his men on the brow of the hills in order to rake the enemy with hot shot. Another body was stationed near "Battle Hill," now a portion of Greenwood. It is said that some riflemen were stationed on this eminence, and, when Earl Cornwallis approached with his command, these riflemen commenced a deadly fire, each shot proving the death-blow of an officer. Their aim was so effective and disastrous that they could not long escape. The bravery manifested by these men cost each one his life, as the hill was quickly surrounded, and the sure marksmen dispatched. Furman has graphically pictured this event. He says: "In this battle part of the British army marched down a lane or road, leading from the British tavern (at Valley Forge) to Gowanus, pursuing the Americans. Several of the American riflemen, in order to be more secure, and at the same time more effectually to succeed in their designs, had posted themselves in the high trees near the road; one of them, whose name is now partially forgotten, shot the English Major Grant; in this he passed unobserved. Again he leveled his deadly rifle and fired; another English officer fell. He was then marked, and a platoon ordered to advance and fire into the tree, which order was immediately carried into execution, and the rifleman fell to the ground dead. After the battle was over, the two British officers were buried in a field near where they fell, and their graves fenced in with some posts and rails, where their remains still rest. But 'for an example to the rebels,' they refused to the American rifleman the rites of sepulchre; and his remains were exposed on the ground till the flesh was rotted and torn off his bones by the fowls of the air. After a considerable length of time, in a heavy gale of wind, a large tree was uprooted; in the cavity formed by which some friends to the Americans, notwithstanding the prohibition of the English, placed the brave soldier's bones to mingle in peace with their kindred earth."

Before the beginning of this attack, General Stirling addressed his men, urging them to be courageous, and told them: "Grant may have his 5000 men with him now;—we are not so many; but I think we are enough to prevent his advance further on his march than that mill-pond."

The battle soon started in earnest. As the golden sun on that August day slowly uplifted itself above the horizon, and began its movement towards the west, the armies were engaged in deadly conflict. Skirmishing continued for two hours. The fire from Kichline's riflemen, who were stationed behind a hedge, proved disastrous to the British, who were compelled in consequence to relinquish their position. No sooner did they retire than a Pennsylvania regiment under Atlee retook the lost ground.

Stirling was now closely pressed by General Grant, whose brigade had formed in two lines opposite Stirling's right. Stirling soon saw that Grant had been reinforced, and felt that further resistance would be in vain. He had but two courses to adopt: one was to surrender at once, or attempt to escape across the creek, which was spanned by the remains of a burnt mill-dam. Preferring to make an effort to escape, he selected a portion of the Maryland brigade to cover his flight, and directed the balance to retreat. With great courage he then charged with fixed bayonets upon the regiments commanded by Cornwallis. The charge was repeated four times. Again they charged, and as the enemy was on the point of yielding, General De Heister came up, flushed with his victory over Sullivan, and commenced an assault on his rear. With such a force against him Stirling was compelled to surrender. Some attempted to escape by cutting their way through the ranks of the enemy, and perished in the effort. The Americans lost in this battle 1200 men, 1000 of whom, including Lord Stirling and General Sullivan, were taken prisoners. About 400 of the British were killed, wounded, and taken prisoners.