Willa Drake can count on one hand the defining moments of her life. In 1967, she is a schoolgirl coping with her mother's sudden disappearance. In 1977, she is a college coed considering a marriage proposal. In 1997, she is a young widow trying to piece her life back together. And in 2017, she yearns to be a grandmother but isn't sure she ever will be. Then, one day, Willa receives a startling phone call from a stranger. Without fully understanding why, she flies across the country to Baltimore to look after a young woman she's never met, her nine-year-old daughter, and their dog, Airplane. This impulsive decision will lead Willa into uncharted territory. Surrounded by eccentric neighbors who treat each other like family, she finds solace and fulfillment in unexpected places.