Oshi castle was completed by Narita Akiyasu around 1479. The Narita family ruled over the area of Gyoda for about 100 years until the castle fell to forces loyal to Hideyoshi in his assault on the Kanto area. However, this castle itself was never be fallen. During the Kanto war, Hideyoshi versus Hojo, this castle was attacked by Mitsunari Ishida. Ishida used many force and strategy to fall this castle, but this castle was never be fallen and as Hojo’s plan, it kept Ishida’s force here in Gyoda. However, because Odawara castle was fallen, Oshi castle was also open for free blood.