This research study examined the extent of long-term participation in Girls on the Run (GOTR), an experiential learning program for pre-adolescent girls, and its effect on healthy living and self-esteem. To explore these relationships, an exploratory, mixed-methods study was conducted, which involved open- and closed-ended surveys and interviews. Data collection took place in Seattle, Washington, with former Girls on the Run Puget Sound (GOTRPS) participants who now range in age from 8 to 20 years. Specifically, this study scrutinized the (a) long-term participation of the GOTR program, (b) self-perceptions and perceived behavioral changes as a result of GOTR, and (c) whether or not GOTR values were reinforced in the home. Even though the sample size was small, results concluded positive program impact on girls who participated either once (short-term) or repeatedly (long-term). Correlations on long-term participation revealed a positive and statistical significant correlation (r = 0.350, p = 0.002).