PROBLEM TO BE SOLVED: To provide a psychological condition evaluation device for accurately evaluating the psychological condition of a subject, a psychological condition evaluation system, a psychological condition evaluation method, and program.SOLUTION: The psychological condition evaluation system 1 includes the psychological condition evaluation device 2 that evaluates the psychological condition of the subject 5, and a measuring device 3 that measures the physiological response of the subject 5. The psychological condition evaluation device 2 includes an information acquiring unit 21 and a psychological condition evaluation unit 22. The information acquiring unit 21 acquires the biological information of the subject 5. The psychological condition evaluation unit 22 evaluates the psychological condition of the subject 5 with the comfortable feeling, awakening feeling, and fatigue of the subject 5 as indicators, using the biological information acquired by the information acquiring unit 21.