This study investigated the effects of camisole lining on the comfort of woolen one-piece dresses for the spring and summer seasons. We compared the comfort of camisoles made with four types of lining fabrics consisting of different fiber materials and yarn types. The clinging behavior of the lining fabric and the water absorbency property were observed with a strain gauge under both dry (without perspiration) and wet (with perspiration) conditions. Furthermore, the comfort of five one-piece dresses-four with camisoles having different lining fabrics and one with no camisole-was compared under two different wearing environments, one in a cool air-conditioned environment, the other in an environment with high temperature and humidity. The results were as follows: (1) In the air-conditioned environment, spring and summer woolen one-piece dresses with camisole linings received higher evaluations for texture and softness than those without camisole linings. However, under a hot and sweaty environment, clothing comfort deteriorated due to an increase in clinging to the skin and the humidity. (2) Tests conducted to reveal the differences in clinging behavior as determined by the moisture content of the fabrics proved that lining fabrics with smoother surfaces woven with filament yarns tend to cling to the skin more easily with sweat than lining woven with false twist or spun yarns. It can be considered that the use of certain filaments can lead to less contact area between the material and the skin and thereby less clinging to the skin. (3) Wearing tests of the one-piece dresses under different environments showed that camisoles with smooth-surfaced soft conventional cupro linings were preferred in the cooler air-conditioned environment, while linings woven with false twist yarns or spun yarns were preferable in an environment where there was more sweating. Camisoles with cupro linings of spun yarns received the highest evaluations and showed no significant difference in comfort in either environment.