Embodiments include method, systems and computer program products for a path-sensitive contextual help system. In some embodiments, user actions are obtained from a user session of a user. A concrete user action trace is captured using the obtained user actions, wherein the concrete user action trace is a subset of user actions from the user session. An abstract user action trace is generated using the concrete user action trace. A help action corresponding to the abstract user action trace is identified and, in some embodiments, is presented to the user.