In this timely episode of Wisdom for the Wilderness, Pastors Zack and Josh tackle a listener's question: Should Christians celebrate Halloween? With Halloween approaching, the pastors dive into the holiday’s complex history, from its Celtic pagan roots in the festival of Samhain to its partial Christianization through All Saints’ Day. They explore the tension between Halloween’s secular, commercialized form and its darker undertones, addressing concerns about demonic influences and cultural participation. Sharing personal insights, they discuss how they navigate Halloween with their families, emphasizing the importance of rejecting evil while allowing room for conscience-driven decisions. The episode offers practical advice for parents and churches, encouraging listeners to use Halloween as an opportunity to build relationships with neighbors and disciple children in distinguishing between good and evil, all while fostering kindness and understanding within the Christian community.