A computer-based method and system for teaching educational sketching includes receiving a user-generated image created in response to a learning assignment and comparing the user-generated image to a solution image to identify one or more errors in the user-generated image relative to the solution image, where the errors may include additional image elements and missing image elements. Comparing is performed by providing a solution region corresponding to an acceptable variation from the solution image and identifying one or more errors based on a presence or absence of at least a portion of a corresponding element of the user-generated image within the solution region. If errors are identified and a non-passing status is determined, a hint is displayed to the user. The hint may be the correct elements of the user-generated image, a portion of the solution image, or a combination thereof.