OBJECTIVE:  To investigate the psychometric properties of a new measure of barriers youth encounter while walking to specific destinations and to validate the measure with self-reported walking to these destinations.  METHODS:  In 2005 in Boston, Cincinnati and San Diego, parents of youth (n = 289, aged 5–18) and adolescents (n = 189, aged 12–18) completed surveys in a two-week test–retest study design. Seventeen items assessed participant agreement with the influence of different barriers to walking or cycling to three types of destinations: 1) parks, 2) shops and restaurants and 3) school. Participants also reported whether or not they walked or cycled to the destinations at least once a week.  RESULTS:  Principal components analysis identified three barrier subscales labeled ‘environmental’, ‘psychosocial/planning’, and ‘safety’, which were consistent across the three destinations and two respondent groups. Internal consistency for the subscales was good (alphas > .70) and two-week test–retest reliability was moderately high (ICCs .56–.81) for both parents and adolescents for all destinations. Psychosocial and environmental barriers were higher in adolescents who did not walk (p < .003). Parents of younger children reported high environmental barriers.  CONCLUSION:  The three barrier subscales to active commuting to multiple destinations demonstrated good reliability and some initial evidence of validity.