In one example embodiment, a wound imaging system includes a user interface, a computer processor, and an active contouring module. The user interface is configured to display an image of a wound acquired by the wound imaging system and selectively receive inputs from a user defining an initial perimeter of the wound. An active contouring module is configured to operate on the computer processor to receive the inputs defining the initial perimeter of the wound, identify features of the image on opposing sides of the initial perimeter of the wound, and identify an actual perimeter of the wound based on the initial perimeter of the wound and the identified features. The user interface is further configured to display, on the image of the wound, the actual perimeter of the wound as identified by the active contouring module and selectively receive inputs from the user to modify the actual perimeter of the wound.