A utility pole setting trailer includes a horizontal frame configured to carry utility poles to remote locations, a set of wheels supporting the horizontal frame, a hydraulic boom coupled to the horizontal frame and configured to load and unload the utility poles on to the horizontal frame, and a motor coupled to the hydraulic boom and configured to power the hydraulic boom. The hydraulic boom includes a first arm and a second arm, and a grapple is coupled to a distal end of the second arm. The grapple is configured to grasp a respective utility pole. In addition, the horizontal frame includes a front portion and a rear portion that are configured to extend apart from each other to increase a length of the horizontal frame.