Introduction: The learning environment - that learners perceive - has its characteristic pressures, tensions, rewards, and conformity-demanding factors and has a significant impact on students' learning and academic success especially in clinical setting with high stakes such as anesthesia postgraduate training. The aim of this study is to evaluate the educational environment in clinical anesthesia settings in Mansoura University hospitals using Anesthesia Theater Education Environment Measure (ATEEM) and assess Faculty supervision by Faculty Supervision Evaluation questionnaire (FAS); as well assessing the effects of gender; year of residency on both. Methods: A cross-sectional descriptive study in Anesthesia Department at Mansoura University Hospitals, printed copies of ATEEM and FAS questionnaires were distributed to postgraduate anesthesia residents. Results This study revealed that the total ATEEM score was 146/160, the overall perception of the quality of the supervision by FAS questionnaire was 33.07 ± 6.51, female scores than male, both questionnaires' scores were significantly lower among female residents and those of early years. A strong positive significant correlation between ATEEM and FAS score were observed. Conclusions: This indicates that the residents had good perceptions of their training and supervisors, learning opportunities and supervision being provided to them. Efforts toward adjusting workload should be carefully considered.