One passive approach that can significantly reduce energy usage in high-rise buildings is through the creation of non-air conditioned spaces such as transitional spaces. Optimizing passive design would reduce wastage associated with the building’s energy consumption. The study measures the thermal comfort of three types of transitional spaces (sky court, balcony, and rooftop) in a high-rise office building. Based on the assessment of Physiological Equivalent Temperature (PET), the outcome showed significant differences in PET in all locations in both wet and dry season. The effectiveness of such area can be improved with the contributions of landscape, maximizing natural ventilation and day lighting where possible.