This narrative inquiry explored the experiences of three older women who belonged to an ongoing community-based writing group. The meaningfulness and personal impact of writing and sharing stories with other older women was investigated. Field texts were gathered from semi-structured interviews, participant writing samples, and participant observation. Narrative threads that connected the women’s experiences were identified, and two overarching findings were generated; engagement with the writing group was understood to enhance (1) the women’s sense of self-compassion, and (2) their hopefulness for the future. The present inquiry extends research on adaptive aging and suggests new directions for both practice and research in this area.