For the first time, the photochromic spiropyran dye [1’-3’-dihydro-1’,3’,3’-trimethyl-6-nitrospiro [2H-1-benzopyran-2,2’-(2H)-indole] (indole) was successfully embedded as a guest molecule into the poly(ε-caprolactone) (PCL) host polymer matrix via the electrospinning technique. The resulting PCL/Indole electrospun fibers exhibit photo-switchable properties without losing depth of color upon alternate irradiation with ultraviolet (UV) and visible light. We found that patterned color images could be recorded on the photochromic PCL/Indole electrospun fiber mats using photo-masked UV irradiation. Subsequent irradiation of the mat with visible light completely erased the recorded patterned color image. The transformation of indole from the colorless form to the colored form upon UV irradiation was confirmed by UV-visible spectrophotometry, fluorescence micrography, and water contact angle measurements. Field emissionscanning electron microscopy images revealed the smooth morphology of the PCL/Indole electrospun fibers. Additionally, the average diameter of the PCL/Indole electrospun fibers was significantly lower than that of the PCL electrospun fibers. Good to excellent ratings were achieved for the washing fastness of the PCL/Indole electrospun fiber mats.