After dating for a year, Bryce is ready to propose to Madison when they visit her family in Oregon for Christmas. However, the spontaneous wedding of Madison's sister Harper throws Bryce's perfect proposal plans into a tailspin. Harper’s fiancé, Noah, wants Harper to join him in London after their wedding. Harper will miss her family and friends – especially Josh, her best friend since they were kids and is scared of losing him. During the bachelor party, Josh seeks Bryce’s advice on love. Josh confesses he's in love with Harper but doesn't know how to tell her. Bryce encourages Josh to declare his true feelings or risk losing her. Everything comes to a head the next day at the wedding when Josh declares his undying love for Harper, who must search her heart and decide who is her forever love. At the wedding reception, Bryce serenades the crowd before finally finding the perfect moment to propose to Madison.
