Uniaxial compression tests were carried out for two stress paths: fixed upper limit and increasing lower limit, and fixed lower limit and increasing upper limit, to study the differences in mechanical behavior, energy evolution patterns, and fractal dimension of simulated deep sandstone under different stress paths. The results show that the strength of the stress path with a fixed lower limit and increasing upper limit is higher than that of the stress path with a fixed upper limit and increasing lower limit. Failure mode occurs in both cases through tension, but the former is more intense. Under cyclic loading and unloading, the evolution of total energy, elastic energy, and dissipated energy highly depends on the stress path. High stress increases the ratio of elastic energy to total energy and the ratio of elastic energy to dissipated energy. When maximum or minimum stress remains unchanged, both ratios decrease with cycling. Both stress paths produce predominantly coarse particles, but the stress path with a fixed lower limit and increasing upper limit results in higher fragmentation and a larger fractal dimension.