The objectives of this study were set to investigate the impact of familial and social contexts on leisure activities of youth by applying both quantitative and qualitative research. The quantitative research used secondary data from the Kanchanaburi Demographic Surveillance Round 3 (2002) which was conducted by the Institute for Population and Social Research (IPSR), Mahidol University. The units of analysis were youth aged 15–24 years old in 2002 for a total of 5,105 cases. The data were analyzed by Multilevel Analysis including cross tabulation. The qualitative research was conducted to find out the truth of the phenomena and roots of youth’s leisure activities. The main data were collected from youth between 15-24 years of age and living in the urban/semi-urban (industrialized) stratum and rice stratum, for a total of 7 cases. The results of the study suggest that the leisure activities of youth mean freedom to choose a pastime or enjoyable activity could be classified into 2 dimensions; activities that are entertaining or are for self-improvement. In contrast, having a leisure time was boring for some as they claimed that there was nothing to be done, therefore unbeneficial. This was fundamentally based on differences in gender and marital status. Other factors such as the family and society of a youth also influence their leisure activities as well. Moreover, the patterns of leisure activities were also influenced by individuals close to the youth; those at home and their peers. Multinomial logistic regression was used to compare 3 pairs of equations to explore different factors: personal, household, and communal. In case of the household factor, there was no significant difference influencing youth leisure activity. Meanwhile, influencing personal and communal factors included sex, educational level, marital status, occupation, household setting, and the size of the status structure of their village and the society they currently live in. The research indicates that the promotion and development of suitable youth leisure activities should occur under different familial and social contexts. Moreover, the public and private sectors should attempt to move toward community-based collaboration to let the community influence individual households.