When the Battle of Sekigahara broke out in 1600, Hideharu joined up with the eastern army, and suppressed a riot which took place in Echigo Province being led by the former retainers of Kagekatsu UESUGI.
慶長5年（1600年）、関ヶ原の戦いが起こると東軍に与し、越後国内で発生した上杉景勝旧臣の一揆を鎮圧した。