Just days before leaving for Nashville, Rhett Ryan (Chris Pine) discovers that the desire to follow his dream conflicts with his desire to be with the woman he loves. While Samantha does love the singer-songwriter, she starts to realize what's best for her daughter and their future may not be what's best for him. In Small Town Saturday Night the lives of a deputy sheriff, a Nashville-bound singer, an ex-con, and a single mother all subtly intertwine to eventually bring them all closer together.