In this particular moment of cultural evolution, from mass media to digital media, the space factor is gaining a considerable relevance: especially the relationship between mediated and physical space is of particular interest because it recalls the archetypal fgure of the labyrinth, and at the same time it involves the latest technologies of communication, from the various forms of digital gaming to the augmented reality. Te connection between interactive media and urban space is now physiologic, and the scenery is becoming even more interesting because it encourages experimentation in new forms of communication and expression. Particularly, the most advanced art forms provide very interesting examples of interactive use of urban spaces as places of imagination, fction, emotion.