The invention discloses a "one-in and one-out" roadside parking management toll collection system and method, and the toll collection system comprises parking area equipment, a remote server, and a mobile terminal in communication connection with the remote server, wherein the parking area equipment comprises multiple cameras located at the boundaries of each area, and can also comprise geomagnetic sensors and parking locks; and the remote server is equipped with a data acquisition unit, a data analysis processing unit, a control unit, a billing unit, a payment unit, and an emergency statementunit. The toll collection method, based on the toll collection system, collects vehicle information entering and exiting the boundaries of the areas and the time difference between entering and exiting through cameras, automatically charges vehicles that are determined to have parking behaviors, collects the tolls through mobile terminals or artificial assistance, and can prevent from toll dodging by using geomagnetic sensors and parking locks. The roadside parking management toll collection system and method provided by the invention have the advantages such as simple and convenient chargingmethod, high charging efficiency, prevention of toll dodging, reduction of financial risk and strong operability.