The Battle of Tom's Brook was fought on October 9, 1864, near Tom's Brook in Shenandoah County, Virginia, during Philip Sheridan's Shenandoah Valley Campaign of the American Civil War.

It resulted in a significant Union victory, one that was mockingly dubbed the Woodstock Races for the speed of the Confederate withdrawal.

On October 6, Sheridan began withdrawing, as his cavalry burned everything that could be deemed of military significance, including barns and mills.

Maj. Gen. Thomas L. Rosser arrived from Petersburg to take command of Maj. Gen. Fitzhugh Lee's Confederate cavalry division and harassed the retreating Federals.

Gen. Alfred Torbert's Union troopers turned on their pursuers, routing the divisions of Rosser, whose cavalrymen were repulsed by Custer in a flanking maneuver along the base of Spiker's Hill off of Back Road, and Lunsford L. Lomax, who was positioned in the vicinity of the Valley Pike, at Tom's Brook.