Accurately forecasting the arrival of coronal mass ejections (CMEs) at Earth is important to enabling mitigation of the associated space weather risks to society. This is only possible with accurate modelling of the event. To do so, we must understand the propagation of a CME through the heliosphere and quantify the performance of models through comparison with spacecraft observations. For the December 12th 2008 Earth-directed CME event, we compute ensembles using the HUXt solar wind model to analyse CME distortion with a structured solar wind and explore hindcast arrival time error (ATE). By highlighting the impact CME shape has on Root-Mean-Square-Error (RMSE) values, we show that time-elongation profiles of fronts captured by the Heliospheric Imager (HI) instruments onboard NASA’s STEREO mission match those of the modelled CME nose and flank and can therefore be used to infer details of the longitudinal extent of the CME. We then show that accounting for CME distortion is important to enable accurate estimates of the CME arrival at Earth. This can be achieved by either using observations of multiple features in HI data to infer CME evolution or mapping the solar wind back to a lower inner boundary to allow CMEs to be distorted close to the Sun. For the event studied we show that these approaches resulted in reduced RMSEs of 0.726˚and 0.638˚ with an ATE of one hour and three hours respectively.