Four hundred years after William Shakespeare’s death, his works continue to not only fill playhouses around the world, but also be adapted in various forms for consumption in popular culture, including in film, television, comics and graphic novels, and digital media. Drawing on theories of play and adaptation, demonstrates how the practices of Shakespearean adaptations are frequently products of playful, and sometimes irreverent, engagements that allow new ‘Shakespeares’ to emerge, revealing Shakespeare’s ongoing impact in popular culture. Significantly, this collection explores the role of play in the construction of meaning in Shakespearean adaptations—adaptations of both the works of Shakespeare, and of Shakespeare the man—and contributes to the growing scholarly interest in playfulness both past and present. The chapters in engage with the diverse ways that play is used in Shakespearean adaptations on stage, screen, and page, examining how these adaptations draw out existing humour in Shakespeare’s works, the ways that play is used as a pedagogical aid to help explain complex language, themes, and emotions found in Shakespeare’s works, and more generally how play and playfulness can make Shakespeare ‘relatable,’ ‘relevant,’ and entertaining for successive generations of audiences and readers.