When Akiie KITABATAKE, after capturing Kamakura which was guarded by Yoshiakira ASHIKAGA, closed in on Kyoto from Mutsu Province, Hidetsuna went to the border between Omi Province and Mino Province together with KO no Moroyasu, KO no Morofuyu, Yoriharu HOSOKAWA, Ujinobu SASAKI and his father, Doyo SASAKI, and stopped Akiie's march.
北畠顕家が陸奥国より足利義詮の守る鎌倉を落し京へと攻め寄せた際には、これを迎え撃つべく、高師泰、高師冬、細川頼春、佐々木氏信、父の佐々木道誉らと共に近江国と美濃国の国境へと赴き、顕家の進軍を阻止する。