The capacity for core-shell nanofiber mats containing healing agents (resin monomer and cure) in their cores to adhere to a substrate was studied using blister testing. After extended periodic bending, the adhesion energy was measured, and the effect of self-healing on the composite's delamination from the substrate was considered. In addition, the cohesion of two layers of the self-healing nanofibers was examined using blister testing and compared to that of ordinary nanofiber mats. The damage inflicted by prolonged periodic bending to the interface of the two nanofiber mats was demonstrated to have self-healed, and the cohesion energy was measured.