This study presented a method for evaluating the effects of different statuses of roads (dry, wet, pack snow and frozen) in monetary amounts when winter information is provided about roads on passes in mountains. The benefits of information provision to users regarding other kinds of roads in other seasons can also be calculated by this method. Because it is a relatively simple calculation method, it can be used for practical road management. From the results of the evaluation of road information on the National Highway route No. 112 performed on this method, the calculation demonstrated that the project was effective. This study provided the following four conclusions: (1) When wet/dry information about a pass is provided, the certainty of the required driving time increases, and the travel time and the range of the travel time predicted (difference between the maximum travel time and the minimum travel time) for road users are both shorter than if information is not provided. This conforms with a revealed tendency by cognitive psychology, namely the tendency for an individual's judgements of probability (objective probability) to estimate a higher probability of desirable outcomes; (2) When it is certain that the road surface condition is poor, namely "pack snow" or "frozen," the provision of information results in a tendency for the travel time to be longer but for the predicted range to be smaller than when no information is provided; (3) From Table 3, the generalized travel cost of the travel time and the range of the travel time are almost identical by the weather, and it is concluded that the respondents evaluate them in a similar way. Comparing both the generalized travel cost, we can also conclude that the "clear" case is approximately 2 times the "snow" case, demonstrating that information related with snowing times is very important; and (4) In this study, we calculated the benefits using the actual travel time by the road timetable and using the travel time that individuals responded in the questionnaire survey. The former is objective data because it is actually realized values, while the latter is subjective data because it is based on individual perception. If we compare both cases, it is better to use the subjective data than the actual data, because the phenomenon expected by individuals was actually realized. In other words, traffic costs are reduced because users choose the routes with the smaller predicted travel times and the travel times of the routes are actually shorter.