In multi-seam mining, the residual coal pillar (RCP) in the upper gob has an important influence on the layout of the roadway in the lower coal seam. At present, few papers have studied the characteristics of the surrounding rock of gob-side entry driving (GED) with different coal pillar widths under the influence of RCP. This research contributes to improving the recovery rate of the extra-thick coal seam under this condition. The main research contents were as follows: (1) The mechanical parameters of the rock and coal mass were obtained using laboratory experiments coupled with Roclab software. These parameters were substituted into the established main roof structure mechanics model to derive the breakage position of the main roof with the influence of RCP, and the rationality of the calculation results was verified by borehole-scoping. (2) Based on numerical simulation, the evolution laws of the lateral abutment stress in the lower working face at different relative distances to the RCP were studied. FLAC3D was used to study the whole space-time evolution law of deviatoric stress and plastic zone of GED during driving and retreating periods with various coal pillar widths under the influence of RCP. (3) The plasticization factor P was introduced to quantify the evolution of the plastic zone in different subdivisions of the roadway surrounding rock, so as to better evaluate the bearing performance of the surrounding rock, which enabled a more effective determination of the reasonable coal pillar width. The field application results showed that it was feasible to set up the gob-side entry with an 8 m coal pillar below the RCP. The targeted support techniques with an 8 m coal pillar could effectively control the surrounding rock deformation.