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Genealogy Society of Southern Illinois The Genealogy Society of Southern Illinois (GSSI) promotes the study and publication of family and local history in Southern Illinois.

10/27/2026

An American Moment, 250 years ago, October 27, 1776. Col. Benjamin Tallmadge reports that George Washington seeks the high ground preparing for the Battle of White Plains:

As the enemy showed a disposition to cross over into Westchester, Gen. Washington removed the main body of his army up to the White Plains, taking possession of the high ground North and East of the town. Here he seemed determined to take his stand, his lines extending from a mountain on the right, called Chadderton's Hill, to a lake or large pond of water on his left. An intrenchment was thrown up from right to left, behind which our army formed. Long poles with iron pikes upon them, supplied the want of bayonets. Chadderton's Hill was separated from the right of our intrenchment by a valley of some extent, with the river Bronx directly before it; but being within cannon shot of our intrenchment on the right.

Gen. Washington thought it best to occupy it, and ordered Gen. McDougall, with 800 or 1000 men, to defend it, and if driven from it, to retire upon the right of the line. The American army were all at their several posts on the last September and beginning of October; and here it looked as if Gen. Washington intended to give battle to the British army. On the 27th October, 1776, it was announced at Head Quarters that the enemy was in motion from Westchester, through Eastchester, directly toward the White Plains. A detachment of 2000, or 3000 men was ordered to proceed on the Old York road to meet the enemy in front. As our brigade formed a part of the force, I, of course, was among them.

Memoir of Col. Benjamin Tallmadge, 1858, p. 13.

© 2026 Clifford Olsen/1776 American Moments

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