Housing First, also referred to as harm reduction housing, entails the provision of immediate, permanent, low barrier, nonabstinence based housing to chronically homeless individuals. Beyond the provision of housing, supportive services are essential to the Housing First approach. This includes the provision of opportunities to engage in meaningful activities, such as artistic endeavors, outings, gardening, and talking circles. Participation in meaningful activity programming has been associated with positive outcomes, such as reductions in alcohol-related problems and overall alcohol use. However, no study to date has examined which characteristics are predictors of participation in meaningful activities. The objective of this study is to understand who is engaged by meaningful activities offered in a Housing First setting. To this end, we explored the association between participant characteristics (e.g., sociodemographic, substance use, community-orientation variables) and level of activity engagement. Participants (n = 66) in this secondary study were residents of a Housing First site. An enhanced intervention specialist worked with housing staff to track residents' involvement in programmed Life Enhancing Alcohol-management Program (LEAP) activities. Self-report data were collected to document participants’ baseline characteristics. Attendance sheets were used to track participation in meaningful activities. Bivariate correlations indicated that participation in meaningful activities was associated with female gender, greater community orientation, and unemployment. When these variables were tested in a multivariate model, only unemployment remained a statistically significant predictor of greater participation in meaningful activities. This study indicated that few sociodemographic, substance use and community orientation variables predicted differential participation in meaningful activities in a Housing First setting. Taking all potential factors into account, only one variable significantly predicted involvement—unemployment. In designing programming for Housing First, providers should take into account residents’ competing priorities (e.g., work) to give programming optimal reach.