Battle of Pine's Bridge

The Battle of Pine's Bridge (also known as the Massacre at Pines Bridge) was a minor yet exceptionally violent engagement during the American Revolutionary War, near the town of Yorktown, New York, on May 14, 1781. It is considered one of the bloodiest small-unit actions of the war.

In the early morning hours, a Loyalist unit, De Lancey's Brigade, surprised an American Patriot defensive position at the Davenport Inn, guarding the Pine's Bridge crossing of the Croton River. As the sole crossing over the river, the bridge served as a critical, strategic artery for communication and supply lines of the Patriot forces. It was guarded by the 1st Rhode Island Regiment (which had many African American and some indigenous soldiers) along with detached soldiers of the Massachusetts Continental Line and the New Hampshire Continental Line on the north bank of the Croton River.

Colonel Christopher Greene, the regiment's commander, and Major Ebenezer Flagg, Greene's second-in-command, were killed in the action, along with at least six African American soldiers of the 1st Rhode Island Regiment (two more later died of their wounds). The Black soldiers were reported to have "defended their beloved Col. Greene so well that it was only over their dead bodies that the enemy reached and murdered him." An account of the attack claimed that Greene's body "was found in the woods, about a mile distant from his tent, cut, and mangled in the most shocking way." This brutality is often attributed to the Loyalists' particular hatred of Greene for commanding an integrated unit which included many Black soldiers.

The battle’s death records are incomplete; various reports suggest that between 27 and 45 men were killed; a lieutenant, surgeon, and dozens of others were taken prisoners. The captured freedmen were allegedly transported to the British West Indies to be sold back into slavery.

Colonel Greene and Major Flagg were buried in unmarked graves at the First Presbyterian Church cemetery in Yorktown Heights, about two miles north of the site of their deaths. In 1900, the State of New York erected a large stone marker over their graves. Nearby, the Monument to the 1st Rhode Island Regiment was installed in 1982, honoring the memory of the African American soldiers who died in battle and whose burial location is unknown; this memorial was added to the African American Heritage Trail of Westchester County in 2004.

The historic 18th-century Pine's Bridge, along with the surrounding village, was submerged in the 1890s-1900s during the creation of the New Croton Reservoir. In 2018, the Pines Bridge Monument was dedicated in the center of Yorktown Heights. A heroic sculpture by noted sculptor Thomas Jay Warren depicts three figures—Col. Christopher Greene and two of his soldiers—an African American and a Native American.