A stress sensing assembly includes: a stretchable substrate and at least one stress sensing line. The stress sensing line is disposed over the stretchable substrate and includes: rigid segments and flexible conductive segments. The rigid segments are separated from each other. Each of the flexible conductive segments is disposed between two adjacent rigid segments of the rigid segments and directly contacts the sidewalls of the two adjacent rigid segments of the rigid segments, and the Young's modulus of one of the flexible conductive segments is smaller than the Young's modulus of one of the rigid segments. A display device including stress sensing assembly is also disclosed herein.