The invention discloses a plasticizer containing multiple rigid cyclic structures as well as a preparation method and application thereof, and belongs to the technical field of auxiliaries for plastic. The preparation method comprises the following steps of subjecting one of resorcinol dihydroxyethyl ether or hydroquinol dihydroxyethyl ether and a monobasic acid containing a rigid structure to an esterification reaction under the catalytic action of a catalyst and under a high vacuum degree, preparing to obtain a plasticizer crude product, also preparing to obtain a plasticizer pure substance through later purification treatment, subjecting the plasticizer pure substance to structural characterization respectively through a nuclear magnetic resonance hydrogen spectrum, a mass spectrum and an infrared light spectrum. The plasticizer containing the multiple rigid cyclic structures, which is prepared by the preparation method, is mainly applied to PVC (Polyvinyl Chloride) resin; the plasticizer containing the multiple rigid cyclic structures, which is prepared by the preparation method, is used for not only effectively improving the heat stability and the transference resistance of the plasticizer but also quite well improving the antistatic property of a PVC product; the serviceable range of the PVC product is greatly expanded.