Women’s empowerment is a powerful engine for personal and societal economic development and well-being. Nevertheless, gender biases in physical infrastructure investments lead to negative consequences for women and children that reduce their empowerment and limit their economic benefits. Public fixed-route buses, such as those in Washington, DC, illustrate how physical transportation infrastructure has innate gender biases. These young residents likely depend on strollers to travel longer than a few blocks. The Washington Metropolitan Area Transit Authority (WMATA) runs the public transportation system in Washington, DC. In 2021, 7% of DC’s 720,000 residents were under five. WMATA maintains a fleet of approximately 1595 buses, 95% of which banned the onboarding of open strollers until recently. This ban directly limited the use of Metro buses for the caregivers of young children, primarily women. It also reduced the opportunities for these caregivers to participate in DC’s economic life. In neighborhoods dependent on buses for essential mobility, the stroller ban reduces employment, healthcare, social service, educational, and recreational offerings beyond walkable distances. This paper examines the publicly available discussions and actions that led to the updated stroller policy and offers opportunities for improving caregiver transit access in Washington, DC, and, by extension, other cities worldwide.