This research aims to investigate the salience of mothers’ emotional expressivity and its links with adolescents’ emotional wellbeing and expressivity in an urban society endorsing more individualism and a rural society ascribing to more collectivism. By comparing Chinese urban (N = 283, Mage = 14.13) and rural (N = 247, Mage = 14.09) adolescents, this research found that urban mothers’ expression of positive-dominant and positive-submissive emotions (PD and PS) were more common while expression of negative-dominant (ND) emotions was less common than rural mothers’. PD and PS had significant links with urban and rural adolescents’ increased emotional expressivity and self-esteem, however, only significantly related to urban adolescents’ decreased depression but not with rural adolescents’. ND had significant links with both urban and rural adolescents’ expression of negative emotions, however, only significantly correlated with urban adolescents’ less level of self-esteem and rural adolescents’ more expression of positive emotions. No significant difference was found in the salience of urban and rural mothers’ expression of negative-submissive (NS) emotions, which positively related to both urban and rural adolescents’ depression and emotional expressivity. Moreover, we found that adolescents’ emotional wellbeing (i.e., self-esteem and depression) mediated the relationship between mothers’ emotional expressivity and adolescents’ expressivity in both societies. Overall, the study findings document that the salience of mothers’ emotional expressivity and its relations with adolescents’ emotional adjustment differ between urban and rural societies.