Simple Summary Laterality, or one-sidedness, has been studied in many species, including horses, and has been linked to factors such as stress and emotionality. Today, although most horses are used for riding, the impact that carrying a rider has on their sensory (preferred side of sensory organs) and motor (preferred side of body usage) laterality has not been researched to date. In this study, 23 horses were tested to assess, firstly, motor laterality by observing which foreleg a horse would use to step over a pole and, secondly, sensory laterality by observing the preferred side of sensory organs when exposed to (a) an unknown person and (b) a novel object. All three experiments were conducted with and without a rider. The rider gave minimal aids and rode on a long rein to allow the horse free choice. The results of this preliminary study show that the strength of motor laterality (the number of times the preferred foreleg was used) increased when horses carried a rider but that sensory laterality did not change. This suggests that carrying a rider who is as passive as possible does not have an adverse effect on a horse's stress levels and mental state. Laterality in horses has been studied in recent decades. Although most horses are kept for riding purposes, there has been almost no research on how laterality may be affected by carrying a rider. In this study, 23 horses were tested for lateral preferences, both with and without a rider, in three different experiments. The rider gave minimal aids and rode on a long rein to allow the horse free choice. Firstly, motor laterality was assessed by observing forelimb preference when stepping over a pole. Secondly, sensory laterality was assessed by observing perceptual side preferences when the horse was confronted with (a) an unfamiliar person or (b) a novel object. After applying a generalised linear model, this preliminary study found that a rider increased the strength of motor laterality (p = 0.01) but did not affect sensory laterality (p = 0.8). This suggests that carrying a rider who is as passive as possible does not have an adverse effect on a horse's stress levels and mental state.