The quality of sports facilities, especially football pitches, has gained significant attention due to the growing importance of sports globally. This study examines the effect of two different cutting systems, a traditional ride-on mower and an autonomous mower, on the quality and functional parameters of a municipal football field. The analysis includes visual assessments, measurements of grass height, and evaluations of surface hardness, comparing the performance of the two cutting systems. Additionally, studies of turfgrass composition and machine learning techniques, particularly with YOLOv8s and YOLOv8n, are conducted to test the capability of assessing weed and turfgrass species distribution. The results indicate significant differences in grass color based on the position (5.36 in the corners and 3.69 in the central area) and surface hardness between areas managed with a traditional ride-on mower (15.25 Gmax) and an autonomous mower (10.15 Gmax) in the central region. Higher height values are recorded in the area managed with the ride-on mower (2.94 cm) than with the autonomous mower (2.61 cm). Weed presence varies significantly between the two cutting systems, with the autonomous mower demonstrating higher weed coverage in the corners (17.5%). Higher overall performance metrics were obtained through YOLOv8s. This study underscores the importance of innovative management practices and monitoring techniques in optimizing the quality and playability of a football field while minimizing environmental impact and management efforts.