Parental histories and characteristics have a large impact on a child's learning environment both at home and with their connections to school. Recent research focuses on current practices and characteristics of parents, but often ignores the role of parents' educational histories and memories of school. The purpose of this study was to explore how mothers remember their school experiences and to examine similarities and differences on memories of school between higher-income and lower-income mothers, and how those memories guide their learning-related behaviors with their children. This qualitative study consisted of 16 interviews regarding recollections of schooling, utilizing a five-step process to develop themes and codes throughout the data. Findings show that both higher-income and lower-income mothers recalled vivid memories of school, and for almost all of the participants, they currently contribute to how they view schools and their relationships with their children's learning.