The main objectives of this study were to assess the current gender mainstreaming practices in leading education and to identify opportunities and challenges in mainstreaming of gender issues in educational leadership at selected government primary schools in Bahar Dar city administration, at Amhara Regional state. In order to meet these objectives, the study used qualitative research method and case study research design. Consequently, purposive sampling was used to select the informants and discussants of the study. The data were collected from twenty two (I 0 interviewees and 12 FGD) participants. The findings showed that most participants in the study who are currently working in study schools are clear with the concepts , of gender mainstreaming in leading education. But they did not have clear understanding a bought actions needed to promote on the point that promoting gender equality in educational leadership position. Opportunities such as policy and legal frameworks, development documents as well as increasing of female teachers were identified as strategies of gender mainstreaming. Lack of commitment and attention on the part of decision-making bodies, lack of continuous access to gender awareness and sensitivity training, attitudinal problems, imbalance division of labor social-structural factors, and lack of coordinating effort among stake-holders were identified as the major challenges. Besides, the study schools have opportunities challenges and practice in their attempt to mainstreaming gender issues in educational leadership. Finally, recommendations were forwarded based on the major findings so as to minimize the challenge and fully utilize the opportunities in mainstreaming gender issues in educational leadership in ; the study setting.