The purposes of this study were to investigate the subjective wearing sensation of sleepwear, and to evaluate the comfort properties of fabrics used in the sleepwear. Design of experimental clothing was pajamas made with four types of woven fabrics: plain weave and satin weave made by cotton and polyester. The comfort properties were evaluated with respect to thermal retention, Qmax, moisture regain, water vapor transmission, and air permeability. The wear trials of experimental clothing were performed in two different environments, single-detached unit($23{pm}1^{circ}C$, $45%{pm}3%$ R.H.) and apartment($27{pm}1^{circ}C$, $40{pm}3%$ R.H), to evaluate microclimate temperature and humidity, and subjective wearing sensation. The results obtained from this study were as follows: 1. There were significant differences between the two environments on the clothing microclimate. 2. In the single detached unit environment, the microclimate temperature who wore cotton sleepwear was significantly higher than that of subjects wore the polyester sleepwear, whereas the microclimate humidity who wore polyester sleepwear was higher than that of subjects wore the polyester sleepwear. 3. In the apartment environment, the microclimate temperature who wore the polyester sleepwear showed higher than that of cotton sleepwear, whereas there was no significant difference between the cotton and polyester sleepwear on the microclimate humidity. 4 There were partially significant differences in subjective wearing sensation according to the fiber md weaving type of sleepwear regardless environment. 5. There were also partially significant correlations among the heat/moisture transmission properties of fabrics, the clothing microclimate and the subjective wearing sensation of sleepwear.