Jessica, a single parent, owner of a struggling diner, finds the inspiration she needed when her high school boyfriend, Chase, a professional baseball player returns to town.

Thanks to some Christmas magic, Emma gets to experience two different Christmases – one where she stays in the city and celebrates with a new crush and his friends, and one where she returns home for all the traditions with her family…and Drew, a longtime friend who may have feelings for her. Emma’s double holiday ultimately helps her discover what will truly make her happy in life as well as in love.