As healthcare systems increasingly adopt digital technologies and interconnected infrastructures, they become more vulnerable to cyber threats that can compromise patient safety, data integrity, and service continuity. This study proposes a comprehensive risk and conformity assessment framework to evaluate and enhance the cybersecurity and resilience of healthcare organizations. The framework integrates risk identification, threat modeling, impact analysis, and conformity assessment aligned with international standards such as ISO/IEC 27001 and NIST cybersecurity guidelines. A layered methodology is used, incorporating technical, organizational, and procedural safeguards to assess system vulnerabilities and preparedness against cyber disruptions. Case studies from hospital networks and medical supply chains illustrate the framework's practical applicability and its ability to reveal hidden security gaps. The findings highlight the importance of proactive cyber risk management, continuous monitoring, and certification-based conformity practices in building resilient healthcare environments. This work serves as a strategic tool for healthcare leaders and policymakers to safeguard critical health infrastructure in the face of evolving cyber threats.