Personality factors, typically determined by the Big Five Inventory (BFI), have been a primary method for investigating individual preferences in music. While these studies have yielded a number of insights into musical choices, weaknesses exist, owing to the methods by which music is characterized and categorized. For example, musical genre, music-preference dimensions (e.g., reflective and complex), and musical attributes (e.g., strong and mellow), reported within the literature, have arguably produced inconsistent and thus difficult to interpret results. We attempt to circumvent these inconsistencies by classifying music using objectively quantifiable acoustic features that are fundamental to Western music, such as tempo and register. Moreover, it is our contention that the link between musical preference and personality may operate primarily at the level of acoustic features and not at broader categorization levels, such as genre. This study attempts to address this issue. Ninety participants listened to and indicated preference for stimuli that were systematically manipulated by dynamics (attack rate), mode, register, and tempo. Personality was measured using the BFI, allowing for analysis of personality traits and preference for acoustic features. Results supported the link between personality and preference for certain acoustic features. Preference with respect to dynamics was related to openness and extraversion; mode to conscientiousness and extraversion; register to extraversion and neuroticism; and tempo to conscientiousness, extraversion, and neuroticism. Though significant, these associations were relatively weak; therefore, future research could expand the number of manipulated acoustic features. Specific attempts should also aim to disentangle the effects of genre versus acoustic features on musical preferences. Personality–preference relationships at the acoustic-feature level are discussed with respect to music recommender systems and other aspects of the literature.