His left, which formed almost a right angle with his centre, and was nearly parallel to his right, extended along the hills northward, so as to keep possession of the commanding ground, and secure a retreat, should it be necessary, to a still stronger position in his rear.
On the right of the army, and on the west side of the Brunx, about one mile from camp, on a road leading from the North River, was a hill, of which General M'Dougal was ordered to take possession, for the purpose of covering the right flank.

His detachment consisted of about sixteen hundred men, principally militia; and his communication with the main army was open, that part of the Brunx being passable without difficulty.
Intrenchments were thrown up to strengthen the lines.
General Howe, having made arrangements to attack Washington in his camp, advanced early in the morning in two columns, the right commanded by Sir Henry Clinton, and the left by General Knyphausen; and, about ten, his van appeared in full view, on which a cannonade commenced without much execution on either side.
{October 28.} [Sidenote: Battle of the White Plains.] The British right formed behind a rising ground, about a mile in front of the American camp, and extending from the road leading from Mamaraneck towards the Brunx, stood opposed to the American centre.
On viewing Washington's situation, Howe, who accompanied Knyphausen, determined to carry the hill occupied by M'Dougal, as preliminary to an attack on the centre and right of the American camp.

He therefore directed Colonel Rawle, with a brigade of Hessians, to cross the Brunx and make a circuit so as to turn M'Dougal's right flank, while Brigadier General Leslie, with a strong corps of British and Hessian troops should attack him in front.

When Rawle had gained his position, the detachment commanded by Leslie also crossed the Brunx, and commenced a vigorous attack.[45] The militia in the front line immediately fled; but the regulars maintained their ground with great gallantry.

Colonel Smallwood's regiment of Maryland, and Colonel Reitzimer's of New York, advanced boldly towards the foot of the hill to meet Leslie, but, after a sharp encounter, were overpowered by numbers, and compelled to retreat.