There are difficulties associated with near-real time or frequent pavement monitoring, because it is time consuming and costly. This study aimed to develop a binary logit model for the evaluation of highway riding quality, which could be used to monitor pavement conditions. The model was applied to investigate the influence of backscattering values of Phase Array type L-band Synthetic Aperture Radar (PALSAR). Training data obtained during 3–7 May 2007 was used in the development process, together with actual international roughness index (IRI) values collected along a highway in Ayutthaya province, Thailand. The analysis showed that an increase in the backscattering value in the HH or the VV polarization indicated the poor condition of the pavement surface and, of the two, the HH polarization is more suitable for developing riding quality evaluation. The model developed was applied to analyze highway number 3467, to demonstrate its capability. It was found that the assessment accuracy of the prediction of the highway level of service was 97.00%. This is a preliminary study of the proposed technique and more intensive investigation must be carried out using ALOS/PALSAR images in various seasons.