[Object]Provided is a work evaluation system capable of appropriately evaluating a grass mowing work.[Solution]A work evaluation system (200) configured to effect evaluation of a grass mowing work performed by a work vehicle includes a state information acquisition section (31) for acquiring vehicle state information indicative of a state of the work vehicle when performing the grass mowing work, a sound data acquisition section (32) for acquiring sound data comprised of collection of sounds around the work vehicle, a foreign object amount calculation section (33) for calculating an amount of foreign objects present in the work land which come into contact with a mowing blade in the course of the grass mowing work and an evaluation section (34) for evaluating the grass mowing work performed in the work land, based on the vehicle state information and the foreign object amount.