Including insulation layers in pavement structures has become a common strategy to minimize frost penetration in cold regions. This study investigated the performance of two different insulation materials, extruded polystyrene board and bottom ash, in a test road in Edmonton, Alberta, Canada, eight years after construction. The two insulation materials were used in a fully instrumented test road, including three insulated sections 20 m in length. The insulated sections are as follows: the first section has 1 m of bottom ash (B. Ash), the second section has a 10 cm polystyrene layer (Poly-10), and the third section has a 5 cm polystyrene layer (Poly-5). Both B. Ash and polystyrene layers were placed on top of the subgrade layer, at a depth of 70 cm from the surface. A conventional section next to these three sections was used as the control section. Volumetric water content data and temperature variation were used to analyze the influence of the insulation materials on the subgrade. It was concluded that both B. Ash and Poly-10 layers protected the subgrade from freezing. The Poly-10 section showed the lowest rate of change in subgrade temperature during the monitoring period. B. Ash and Poly-10 reduced the frost depth by 23% and 70% compared with the control section, respectively. It was concluded that Poly-10 protected the subgrade soil from freezing and excessive moisture more effectively than B. Ash; however, the temperature in the layer above the insulation layers (pavement base layer) was significantly lower during winter for the Poly-10 section.