Both young children and imaginative play are often considered to be fundamentally apolitical. Such views have been increasingly challenged, however, as both 'the political' and activism are being reconceptualised in more expansive ways. In seeking to critically build upon these efforts, I draw on ethnographic data generated in an early years setting in a super-diverse low-income community in London to highlight the space of imaginative play as a resonant site for investigations of the political. However, whether or not something is considered a 'political' matter is a political struggle in itself, and one that players may neither desire nor achieve. I make a case for both distinguishing between play and activism, and considering ways to foster connections between them. Imaginative play has the potential to enrich an intergenerational politics where adults and children engage together for a more just future.