Drawing on a range of projects, this dissertation seeks to understand the challenges of town planning during the 1960s and find out if they are still applicable today. In just a decade, architecture, interior architecture and design became emancipated from their unique former constraints and attempted to respond to a fundamental issue: what will tomorrow’s city be? A series of visionary projects thus ensued, all attempting to answer this question. From the creative euphoria of Archigram to the societal criticisms of ArchiZoom Associati, the creative process was based on imagination and its representation. How did these thinkers revolutionise our way of seeing architecture and its representations? What remains today of what we know as experimental architecture?