A tubing hanger orientation assembly includes an annular structure having a first set of engagement surfaces configured to guide an engagement feature from a first end portion of the annular structure to a second end portion of the annular structure in response to longitudinal movement of the annular structure in a first direction. A circumferential extent of the second end portion is less than a circumferential extent of the first end portion. The annular structure includes a second set of engagement surfaces configured to guide the engagement feature from the second end portion of the annular structure to a third end portion of the annular structure in response to longitudinal movement of the annular structure in a second direction. The third end portion extends between a first side of the first end portion and a second side of the first end portion along a circumferential axis of the annular structure.