Cities are already witnessing the impacts of climate change. Prolonged heat exposure have a direct effect on pedestrians’ thermoregulatory system, causing serious heat-related issues in the form of fatigue and thermal exhaustion. While the human body is capable of maintaining heat balance, excessive heat exposure combined with increasing heat loads can deteriorate the thermoregulatory process which leads to discomfort. Walkability is one of the significant challenges for climate change mitigation. Balancing the dichotomy of walking to mitigate climate change, and mitigating climate change to walk emphasizes the importance of promoting resilient walkability. In this context, the term “resilience” is used to highlight the need to design urban spaces able to adapt to increased urban heat, enabling pedestrians to tolerate and recover from discomfort conditions. This study investigates the potential of the “Sabat”, a traditional semi-outdoor space with lift-up design, and its distribution in generating transient thermal aeraulic conditions, and reducing fatigue sensation, hence, supporting a positive walking experience. Thermal walks have been conducted in Casbah of Algiers during temperate and hot weather conditions, in the context of uphill walking. Results revealed the alliesthesial effect of cool-shaded and ventilated Sabats to reduce fatigue sensation, which was confirmed by the significant correlation at lag-(-1) (r = 0.504, p < 0.001). Findings shed light on the importance of maintaining dynamic alliesthesia to create modulated restorative opportunities and offer starting point for hypothesizing broader trends for future implementation of Sabat design in modern cities.