The purpose of these two experiments was to compare well-being measurements between a group of prison inmates singing in a choir and prison inmates not singing in a choir. Using the Friedman Well-Being Scale (FWBS) as the dependent measure, measurements were taken before and after performances of two prison-based choirs: (a) an inmate only choir (n=10) that performed in the correctional facility (experiment one) and (b) an inmate-volunteer choir (n=48) that performed outside the correctional facility (experiment two). Results indicated no significant differences between experimental and control groups (n=10) in composite well-being scores in both experiments. In experiment two, there were significant differences between experimental and control groups on four subscales: emotional stability, sociability, happiness, and joviality. A content analysis of weekly written responses of participants in the inmate-only choir suggested a tendency toward: (a) negative responses during containment, (b) positive choir-related responses at the final two rehearsals, and (c) overall choral experience reflections related to a sense of well-being. Implications for choral music education and suggestions for further research were examined. (Contains 4 tables.)