A system for evaluating drainage condition of a pavement surface is disclosed. The system may include: a spray assembly configured to spray a liquid over the pavement surface, an image capturing device configured to capture consecutive images of the pavement surface at predetermined intervals, and an image processing unit coupled with the image capturing device. The image processing unit may include: a processor, and a memory that may be configured to store executable instructions to cause the processor to process the captured images to evaluate the drainage condition of the pavement by a number of steps that may include: converting each captured image into a binary image, the binary image including a first plurality of pixels representing pavement aggregates protruding from the sprayed liquid and a second plurality of pixels representing the sprayed liquid; applying optical granulometry to the binary images to obtain a rate of change for protruding pavement aggregates count and a rate of change for area of protruding pavement aggregates across the binary images; and classifying the pavement surface according to a drainage condition type based at least in part on a combination of the rate of change for the protruding pavement aggregates count and the rate of change for the area of protruding pavement aggregates.