Method and System for Contextually Recommending a Place of Interest to a User and Smart Check-In

The disclosure is directed to improving driving experience. For example, using one or more computing devices, a current location of a user may be determined and a place of interest, located at a distance from the current location, may be identified. The one or more computing devices may determine that the place of interest meets one or more requirements, and designate the place of interest as a candidate place of interest. The candidate place of interest may be recommended to the user based on a defined criteria. The one or more computing devices may also determine that the user has arrived at a parking location corresponding to the candidate place of interest, and associate the parking location and the candidate place of interest based on one or more inputs by the user.