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  ====Fifth season====
  In the aftermath of Tywin Lannister's death and Ramsay's murder of a disobedient vassal and his family, Roose seeks to secure House Bolton's position by arranging to have Ramsay marry Sansa Stark, supposedly the last trueborn Stark alive. In doing so, Roose seemingly secures an alliance with the forces of the Vale and its Lord Protector Petyr "Littlefinger" Baelish (unaware that Baelish intends on having the Bolton army decimated by the approaching Baratheon army before defeating the victor with the Vale's army). After Ramsay torments Sansa by having Reek serve them at dinner, Roose announces that he and Walda are expecting a son. However, later Roose privately reassures Ramsay of his position as his heir, and asks him to assist in defeating Stannis Baratheon's army. To this end, Roose permits Ramsay and his men to launch a sneak attack on Stannis' camp, destroying the army's supplies. With the supplies destroyed and most of Stannis' army subsequently deserting him, the Boltons easily defeat the Baratheons when they attempt to lay siege to Winterfell, but in the aftermath of the battle Reek and Sansa manage to escape, severely jeopardizing House Bolton's rule in the North.