When Wilfong the wolf fails to blow down the house of the Pygg brothers, he stays outside their door all winter learning their games and listening to their jokes and stories, but although he claims to be reformed, the pigs are reluctant to offer friendship.

Hiccup, the reluctant Viking hero, has three months, five days, and six hours to discover America, return to Berk, save his father, battle Polarserpents, and win the annual Inter-Tribal Friendly Swimming Race.

In love with the girl he sneezed on the first day of school and best pals with Marshall, the "One Eyed Jack" of friends, seventh-grader Milo Cruikshank misses his mother whose death has changed everything at home.