During the second day of the Battle of the Wilderness, Pingree was placed in command of the 2nd Vermont Infantry, since all the field officers of that unit had been killed or wounded. Pingree participated in the battles of Spotsylvania, North Anna, Cold Harbor, Petersburg, and Weldon Railroad, where he narrowly escaped capture with a portion of his command. Pingree's final military action occurred at Fort Stevens on July 11, and July 12, 1864. He mustered out of the service on July 27, 1864. On August 17, 1891, Pingree received the Medal of Honor, for his 1862 actions at Lee's Mills.