Road information services (RIS) is a major component of the information and communication technologies with the main purpose of RIS-based systems is to monitor road health conditions, weather information and traffic congestion. Considering the road conditions, there are various kinds of road surface types and anomalies with lack of efficient analysis of their behavior on the vehicle sensor measurements. Consequently, there are difficulties in detecting and categorizing the different road types and anomalies. This paper demonstrates road test results for the measurements of inertial sensors mounted in land vehicles while monitoring various road surface types and anomalies. In addition, a wavelet-based feature extraction together with statistical approach for the road types and anomalies are explored in this study. Two road test experiments on two different vehicles performed in Kingston, ON, Canada together with in-depth analysis are discussed in this paper.