Stars Fell on Alabama is a romantic comedy that follows successful Hollywood agent Bryce Dixon as he returns to his hometown in Alabama for his high school reunion. To impress his colleagues, Bryce convinces his former high school crush, the aspiring actress Madison Belle, to pretend to be his girlfriend for the weekend. What starts as a simple favor quickly turns into a hilarious series of misadventures as they navigate the eccentric small-town crowd and deal with their unresolved feelings for each other.

Bryce is ready to propose to Madison while they visit her family for Christmas. However, the spontaneous wedding of Madison's sister Harper throws Bryce's perfect proposal plans into a tailspin.