This study investigates the cultural dimensions, values, and leadership styles of school leaders in Indian K-12 and European schools, specifically focusing on cross-cultural differences. The objective is to explore how leadership styles and cultural orientations differ between Indian and European school leaders and to examine how these variations impact organizational culture and decision-making processes. A non-experimental quantitative research design was employed, utilizing standardized instruments such as the Multi-factor Leadership Questionnaire (MLQ-Form 6S), OCTAPACE, and the Scale of Individual Cultural Values (CV) to measure leadership styles and cultural dimensions. Data were collected from 165 Indian leaders across Punjab, Haryana, Delhi-NCR, and Uttar Pradesh, as well as 156 European leaders from Croatia, Hungary, Poland, and others, using purposive and convenience sampling methods. Independent t-tests and Discriminant Function Analysis (DFA) were used to compare the two regions' leadership styles and cultural orientations. The findings reveal that Indian school leaders predominantly demonstrate transformational and laissez-faire leadership behaviors, influenced by hierarchical structures prioritizing collective goals and authority delegation. Indian leaders scored higher on openness, trust, and collaboration dimensions, which align with collectivist and hierarchical cultural norms. In contrast, European leaders emphasized confrontation, authenticity, and individual autonomy, reflecting a preference for more egalitarian and individualistic decision-making approaches. These insights contribute to a deeper understanding of how leadership and cultural values shape educational practices in different contexts.