Within the context of social, demographic, and historical change and informed by a life course perspective, this article examines patterns of relating between grandparents and grandchildren within families across and within generations. Using qualitative data from a study of 10 multigenerational families (N = 86), the analysis assesses continuity and change in grandparent-grandchild ties across three generations of adults. Although findings reveal change in social and family circumstances over time, half the families experienced considerable continuity in grandparent-grandchild ties and whether close or distant, were characterized by distinct "grand cultures." In the remaining families, different configurations of individual, family-related, and social factors led to intra- and intergenerational variations. Divorce and remarriage influenced grandparent-grandchild relationships in most families, yielding highly variable outcomes. Ultimately, the study families' experiences demonstrate how social, historical, familial, and individual circumstances merge to influence grandparent-grandchild ties, producing behaviors ranging from loving and supportive to indifferent and abusive. (Contains 2 tables and 3 figures.)