Timber harvesting operations using heavy forest machinery frequently results in severe soil compaction and displacement, threatening sustainable forest management. An accurate prediction of trafficability, considering actual operating conditions, minimizes these impacts and can be facilitated by various predictive tools. Within this study, we validated the accuracy of four terramechanical parameters, including Cone Index (MPa, Penetrologger), penetration depth (cm, Penetrologger), cone penetration (cm blow−1, dual-mass dynamic cone penetrometer) and shear strength (kPa, vane meter), and additionally two cartographic indices (topographic wetness index and depth-to-water). Measurements applying the four terramechanical approaches were performed at 47 transects along newly assigned machine operating trails in two broadleaved dominated mixed stands. After the CTL thinning operation was completed, measurement results and cartographic indices were correlated against rut depth. Under the rather dry soil conditions (29 ± 9 vol%), total rut depth ranged between 2.2 and 11.6 cm, and was clearly predicted by rut depth after a single pass of the harvester, which was used for further validations. The results indicated the easy-to-measure penetration depth as the most accurate approach to predict rut depth, considering coefficients of correlation (rP = 0.44). Moreover, cone penetration (rP = 0.34) provided reliable results. Surprisingly, no response between rut depth and Cone Index was observed, although it is commonly used to assess trafficability. The relatively low moisture conditions probably inhibited a correlation between rutting and moisture content. Consistently, cartographic indices could not be used to predict rutting. Rut depth after the harvester pass was a reliable predictor for total rut depth after 2–5 passes (rP = 0.50). Rarely used parameters, such as cone penetration or shear strength, outcompeted the highly reputed Cone Index, emphasizing further investigations of applied tools.