With the campaigning season coming to and end and Jubal Early’s Confederate army seemingly out of the picture Phil Sheridan went to Washington to confer with U.S. Grant about how to best use his men to end the war. The end was finally in sight. The Shenandoah Valley was a wasteland and the fertile farmland was of no use for the Confederacy. Along with Sherman’s capture of Atlanta, Grant’s vision was finally bearing fruit.
Jubal Early knew that time was running out. His army was reinforced by Joseph Kershaw’s Division and he formulated an offensive. Sheridan had withdrawn down the Valley following the Burning and his army was encamped near Cedar Creek. They were not expecting an attack as no defensive works were erected and this was the opportunity Early was looking for. There had been a brief fight near Hupp’s Hill but Sheridan was not worried even though his signalmen were reading Confederate wig-wag signals that said that James Longstreet’s Corps was coming. This was a deliberate attempt by Early to spread disinformation and Sheridan did not take the bait.
Early now had one option, he had to attack and he believed that he found an opening to get at Sheridan’s men. John Gordon, one of his senior commanders, got up onto Masanutten Mountain overlooking the Federal position and knew that an attack could be successful, as long as they achieved surprise. The Union position, anchored on the vulnerable left by George Crook’s Army of West Virginia, relied on natural obstacles to dissuade attacks. If the Confederates could get in close they could render those obstacles moot.