It's a full Valentine's Day weekend at the Inn when Olivia and Mick host Mick's sister and her fiancé, Mick's daughter and her boyfriend, and Olivia's mother and her boyfriend. Things get chaotic when Mick's sister decides to have her wedding at the Inn that weekend and Mick's daughter announces plans to drop out of college.

While planning her first wedding, Annalise is shocked to discover the best man is her ex-boyfriend. Meanwhile, inn owners Olivia and Mick both have secret plans in the works.