An unmanned lawn mowing system includes a plurality of unmanned lawn mowers that perform work while traveling without a human operator and a management server. Each of the unmanned lawn mowers includes an information transmission section that transmits operation information including information indicating a work state to the management server. The management server includes: a case storage section that stores a case related to a failure in and/or a case related to maintenance of each of the unmanned lawn mowers； a maintenance determination section that determines whether or not maintenance of the unmanned lawn mower is necessary, based on the case associated with operation information identical or similar to the operation information； and a maintenance notification transmission section that notifies maintenance to the unmanned lawn mowers, based on a determination result made by the maintenance determination section.
