Freedom & Captivity is a state-wide public humanities initiative during Fall 2021 to bring critical perspectives from the humanities to the interrogation of incarceration. Recognizing that mass incarceration is fueled by racism and profit-generating mechanisms that tear apart communities and families, the project offers opportunities for public engagement about imagining prison abolition and the redirection of resources toward community investments, the repair of racial and gender injustice, intergenerational trauma, and eldercare for the aging population in Maine’s prisons. The project, which includes art exhibitions, workshops, webinars, a podcast, research and creative production, public education materials, and linked courses taught across Maine’s campuses, aims to cultivate opportunities for imagining freedom in an abolitionist society. The project is conceived with the participation of people in Maine directly impacted by the carceral system.