Diabetes mellitus is one of the most common chronic medical conditions affecting over 100 million people world-wide. Diabetic neuropathic pain (DNP) has always been a challenging complication of diabetes mellitus. DNP is severe and intractable and affects about 10–26% of millions of patients with diabetes. DNP manifests as burning, excruciating, stabbing, infections or intractable type of pain or presents with tingling or numbness. In this research, the non-woven wound dressing with core–shell structured fibers was prepared by coaxial electrospinning. Gelatin was electrospun as the fiber’s core whereas poly(lactic-co-glycolic acid) was fabricated into the shell in order to healing the neuropathic diabetic wound. Simultaneously, gabapentin as analgesic drug was loaded in the shell whereas ciprofloxcacin hydrocholoride as antibiotic drug was encapsulated in the core. In order to produce optimum core-shell fibers, the concentration of each component was determined. The core–shell structure of fibers was investigated using TEM and Fluorescence microscope. Morphology of core-shell fibers were studied by SEM. Fourier transform inferared (FTIR), Differential scanning calorimetry (DSC), Thermal gravimetric analysis (TGA), X-ray diffraction (XRD) were used for characterization of core-shell fibers. Properties of core-shell fibers, after and before adding drugs, were evaluated by contact angle measurement, biodegradation test, and tensile measurement analysis. Resulting from the fiber’s core–shell structure, cirofloxcacin hydrocholoride released from the core and gabapentin present in the shell can endow the dressing both painkiller and anti-bacteria ability simultaneously, which can greatly enhance the dressing’s clinical therapeutic effect. The dressing’s anti-bacteria ability against Staphylococcus aureus and Escherichia coli was proved by in vitro anti-bacteria test. The in vitro drug release test showed the sustainable release of ciprofloxcacin hydrocholoride and burst release of gabapentin within 64 days. In addition to, it was shown that the concentration of polymer and drugs influence significantly on profile release. In conclusion, the fabricated core-shell fibers dressing possesses multiple functions to benefit wound healing and shows promising potential for clinical application.