Traumatic brain injury (TBI) during snowboarding sports is a major concern. A robust evaluation of existing snowboarding helmets is desired. Head kinematics (i.e., linear acceleration, angular velocity, angular acceleration) and associated brain responses (brain pressure, equivalent (von Mises) stress, and maximum principal strain) of the head are a predominant cause of TBI or concussion. The conventional snowboarding helmet, which mitigates linear acceleration, is typically used in snow sports. However, the role of conventional snowboarding helmets in mitigating angular head kinematics is marginal or insignificant. In recent years, new anti-rotational technologies (e.g., MIPS, WaveCel) have been developed that seek to reduce angular kinematics (i.e., angular velocity, angular acceleration). However, investigations regarding the performance of snowboarding helmets in terms of the mitigation of head kinematics and brain responses are either extremely limited or not available. Toward this end, we have evaluated the performance of snowboarding helmets (conventional and anti-rotational technologies) against blunt impact. We also evaluated the performance of newly developed low-cost, silica-based anti-rotational pads by integrating them with conventional helmets. Helmets were mounted on a head surrogate–Hybrid III neck assembly. The head surrogate consisted of skin, skull, dura mater, and brain. The geometry of the head surrogate was based on the GHBMC head model. Substructures of the head surrogate was manufactured using additive manufacturing and/or molding. A linear impactor system was used to simulate/recreate snowfield hazards (e.g., tree stump, rock, pole) loading. Following the ASTM F2040 standard, an impact velocity of 4.6 ± 0.2 m/s was used. The head kinematics (i.e., linear acceleration, angular velocity, angular acceleration) and brain simulant pressures were measured in the head surrogate. Further, using the concurrent simulation, the brain simulant responses (i.e., pressure, von Mises stress, and maximum principal strain) were computed. The front and side orientations were considered. Our results showed that the helmets with anti-rotation technologies (i.e., MIPS, WaveCel) significantly reduced the angular kinematics and brain responses compared to the conventional helmet. Further, the performance of the silica pad-based anti-rotational helmet was comparable to the existing anti-rotational helmets. Lastly, the effect of a comfort liner on head kinematics was also investigated. The comfort liner further improved the performance of anti-rotational helmets. Overall, these results provide important data and novel insights regarding the performance of various snowboarding helmets. These data have utility in the design and development of futuristic snowboarding helmets and safety protocols.