Land-use change due to rapid urbanization poses a threat to urban environments, which are in need of multifunctional green solutions to face complex future socio-ecological and climate scenarios. Urban regeneration strategies, bringing green infrastructure, are currently using sustainable urban drainage systems to exploit the provision of ecosystem services and their wider benefits. The link between food, energy and water depicts a technological knowledge gap, represented by previous attempts to investigate the combination between ground source heat pump and permeable pavement systems. This research aims to transfer these concepts into greener sustainable urban drainage systems like wet swales. A 1:2 scaled laboratory models were built and analysed under a range of ground source heat pump temperatures (20–50 °C). Behavioral models of vertical and inlet/outlet temperature difference within the system were developed, achieving high R2, representing the first attempt to describe the thermal performance of wet swales in literature when designed alongside ground source heat pump elements. Statistical analyses showed the impact of ambient temperature and the heating source at different scales in all layers, as well as, the resilience to heating processes, recovering their initial thermal state within 16 h after the heating stage.