Hospital schools play a critical role in maintaining educational continuity for children and young people experiencing significant health challenges; however, limited research has examined whether the benefits of hospital schooling are sustained beyond admission. This practitioner-led mixed-methods study investigated the short-, medium-, and emerging long-term outcomes of senior secondary students who engaged with Queensland Hospital Education Programs between 2020 and 2024. Drawing on surveys, interviews, and stakeholder perspectives from students and parents/carers, the study explored academic engagement, wellbeing, learner identity, reintegration experiences, and post-discharge transition pathways. Findings demonstrated that hospital schooling positively supported confidence, wellbeing, motivation, and continuity of learning during periods of disruption. Students and parents/carers consistently identified the importance of relational teaching practices, flexibility, and emotional safety within the hospital-school environment. However, the research also identified reintegration as a critical vulnerability point, with outcomes heavily influenced by the quality of communication, transition planning, and post-discharge follow-up between hospital schools and mainstream education settings. The study highlights the need to reframe hospital schooling not as a temporary intervention, but as part of a broader continuum of educational responsibility. Recommendations include structured transition protocols, named liaison roles, longitudinal outcome tracking, and stronger cross-sector collaboration to improve sustained educational and wellbeing outcomes for medically vulnerable learners.