The transition to more eco-friendly forms of transport is one of the main challenges for the Polish economy in the coming decades. Poland, as a member of the European Union, must adapt to the requirements regarding, in particular, reducing carbon dioxide emissions related to new vehicles. The implementation of these changes will require significant financial outlays and structural reconstruction of transport (both public and private), as well as remodeling of the functioning and habits of society. The aim of this study was to identify and analyze the challenges of the green transformation of transport in Poland. The following research methods were used: desk research, focus interview–expert research, and an original approach to the use of SWOT analysis. Based on the conducted analyses, Poland’s strategic position in the context of the “transport greening” process was determined. The strategy is in line with the concept of “reorganization”, calling for a thorough restructuring of the development strategy. This entails coordinated efforts, such as conducting in-depth evaluations of current strategies, securing increased funding, providing support for research, and implementing public education initiatives. In essence, the study emphasizes the necessity for significant endeavors to effectively manage the green transition of transportation in Poland.