Abstract: Hiking can provide rural economic development as well as a variety of benefits on the community of walkers, including improved fitness and public health. That is why, many communities are expanding their attention in developing and maintaining recreational trails as tourist attractions to stimulate economic growth. Nowadays, the more widespread way of serving hikers by regional authorities consists in the development of web sites about trials. Unfortunately, the existing sites are unsatisfactory because they display, in a sort of digital shop window, all the paths surveyed leaving to the hikers the decision of choosing one. This study first makes the conjecture that two factors are relevant in the hiking domain called: human factor and motivational factor. Then, building on such an assumption, it proposes a method for selecting the set of paths that best fit the profile and motivations of a specific hiker, hopefully by preventing that he runs into accident hazards and/or health risks during the excursion.