A system and method for determining when to display frontal curb view images to a driver of a vehicle, and what types of images to display. A variety of factors—such as vehicle speed, GPS/location data, the existence of a curb in forward-view images, and vehicle driving history—are evaluated as potential triggers for the curb view display, which is intended for situations where the driver is pulling the vehicle into a parking spot which is bounded in front by a curb or other structure. When forward curb-view display is triggered, a second evaluation is performed to determine what image or images to display which will provide the best view of the vehicle's position relative to the curb. The selected images are digitally synthesized or enhanced, and displayed on a console-mounted or in-dash display device.