Security is a crucial matter, and when it comes to road safety, barriers are increasingly needed to protect assets and pedestrians from intentional and accidental vehicular impacts. Hollow steel tubes are commonly used to produce bollards; however, their impact resistance and energy absorption are limited. Hence, the aim of this study is to investigate whether the addition of honeycomb and auxetic cellular cores can improve the energy absorption and protection level of existing bollards. Hollow bollard, a honeycomb–core bollard and an auxetic-core bollard were numerically modeled and tested (using Simulia Abaqus software, version 2019) against the impact of M1-class vehicles (of 1500 kg mass) at five different speeds (following PAS 68:2013 British standard). Hence, 15 cases/numerical models were considered, with 5 cases for each bollard type. The results revealed that the addition of an auxetic cellular core to the bollard system could increase its energy dissipation by 52% compared to the hollow steel bollard. Moreover, the proposed auxetic anti-ram bollard system was capable of stopping an M1-class vehicular impact of 64 km/h compared to only 32 km/h when using a hollow steel bollard. To the authors’ knowledge, the use of an auxetic core, explicitly for anti-ram bollards, can be considered the novel part of this research.