On 22 June 1476 Gruyères participated in the Battle of Morat against Charles the Bold, Duke of Burgundy. With the help of the Old Swiss Confederacy, they routed the Burgundian army and captured three capes of the Order of the Golden Fleece which belonged to Charles the Bold including one with the emblems of Philip the Good, his father. At the time of the battle he was celebrating the anniversary of the death of his father.