Women political participation and leadership is about the insertion and inclusion of women’s ideas and decisions on the political endeavors of a state. It has been the center of several research works, researched in different contexts and different frame of references. Although there are some literatures reflecting on the status of women political participation in Ethiopia, this study is different in that it is about the challenges and opportunities of women political leaders in Gondar town, North Gondar zone, Amhara National Regional State. The main objective of this study is to assess the challenges that women political leaders are facing and the best opportunities enabling them to perform their career. To achieve the objective of the study, qualitative method consisting of in depth individual interviews and Focus group discussions have been employed. The researcher used case study design. The data collected from both primary and secondary sources were discussed and analyzed thematically based on the emerged themes from participants’ responses. The study found that women political leaders are challenged by several problems. These problems have political, psychological, environmental and socio-cultural faces. These are lack of political aspiration, political parties’ marginalization against women, and unclear gender responsive body, lack of self confidence, low emotional support from the family, fear of isolation among colleagues, and improper need of promotion, lack of role model and support, sexual harassment, jealousy, and low respect from male colleagues, patriarchal thinking, early parenthood, complex responsibility of women, and discrimination and negative perceptions of the society. When we came to the opportunities it is found that the availability of forums and trainings, educational access, government’s commitment to gender equality and invitations to lead are enabling factors encouraging women to perform their political career. In general, this study has showed us that women political leaders are facing various forms of challenges. Therefore, serious attention should be paid in order to address the problems. The researcher finally recommends that the society should develop positive outlooks for women politicians, women leaders themselves should have inner confidence on their abilities; and the government and other concerned bodies should address the problems immediately after they occurred. Key Words: Political Leadership, Women Political Leadership, Gender Equality, Challenges, Opportunities