A towing assistance apparatus includes an image acquisition unit successively acquiring a rear image and a lateral image serving as a surrounding image captured by an imaging unit that is provided at a towing vehicle to which a towed vehicle is configured to be connected, an angle acquisition unit acquiring a connection angle between the towing vehicle and the towed vehicle, and a display processing unit switching the surrounding image displayed at a display unit from the lateral image to the rear image in a case where the connection angle becomes equal to or greater than a first angle at which a change control for decreasing the connection angle is impossible by a steering of the towing vehicle during a rearward driving thereof in a state where the lateral image is displayed and the towing vehicle to which the towed vehicle is connected is in a rearward driving available state.