In the picturesque town of Cape Ann, Massachusetts, a young man named Joe Nast finds himself torn between fulfilling his roles as a grieving fiancé and a perfect son-in-law, and following his heart's desires. After the unexpected loss of his fiancée Diana, Joe stays with her parents, Ben and Jojo, trying to be the man they want him to be. However, when he meets a new woman named Bertie Knox, he is drawn to her kindness and spirit, causing him to question his true feelings and loyalties. As Joe navigates this emotional journey, he must come to terms with the tragedy that has affected them all and find a way to move forward without sacrificing those he loves. Will he find the courage to follow his heart, or will he remain trapped in his role as a devoted partner and son-in-law?

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Some movies that have similar genres and were produced around the same time as Moonlight Mile include Serendipity, A Beautiful Mind, Eternal Sunshine of the Spotless Mind, Meet Joe Black, Lost in Translation, The Virgin Suicides.

Moonlight Mile was released in theaters on September 27, 2002.