The goal of this study is to take a look at grandmothers' experience raising children with a focus on the children's generation and the grandchildren's generation. To do this, we conducted in-depth interviews with three grandmothers who raised their children and their grandchildren. As a result, grandmothers' experience raising children was shown in three categories: change in the raising environment, the raising culture, and the sense of value of raising children. These results suggest that the raising experience of grandmothers who have raised children in the past and are currently raising children again are being changed by the transition in raising experience, raising culture, and sense of value of raising children.