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Both the book series version of Hiccup Horrendous Haddock III, and the franchise version of Hiccup Horrendous Haddock III wore a Viking helmet. In How to Be a Pirate, Hiccup's Viking helmet had part of one horn sliced off while swordfighting.

Appearance

Hiccup's helmet is a funnel shaped head covering with a horn on each side and circular decorations around the rim. As a small child it is blue with tiny horns both pointing in the same direction. When he is older it's brown and has larger horns pointing in opposite directions. The circular decorations appear to be shields. The right horn is missing its tip after the second book.

How to Train Your Dragon Book Series

Hiccup usually wears a helmet in the books. Toothless sometimes sits on top of it or hides under it.

How to Ride a Dragon's Storm

Hiccup is given the Slavemark by Bearcub's Grandmother as a way to make him keep his promise that he would free her and the rest of the wanderer slaves. Hiccup uses his helmet to hide the Slavemark.

How to Steal a Dragon's Sword

Hiccup loses his helmet when Snotlout throws a rock at it thus knocking it off his head, revealing his Slavemark. Hiccup leaves the helmet behind during the dragon attack at Flashburn's School of Swordfighting. Fishlegs puts on the helmet after Hiccup escapes as a way to remind himself and Camicazi of Hiccup's bravery. What happened to the helmet after that is unknown as when Fishlegs is seen again in Book 10 he lacks the helmet.

How to Seize a Dragon's Jewel

During the between How to Steal a Dragon's Sword and How to Seize a Dragon's Jewel, Hiccup stole a new helmet to keep undercover. However Hiccup wasn't fond of the helmet as it was too big and uncomfortable.

How to Betray a Dragon's Hero

Hiccup lost this helmet as well when Snotlout was pretending to be him so he could escape. Alvin the Treacherous and Excellinor the Witch obtain the helmet, and show it to the Dragonmarkers as proof that Hiccup is dead, though in reality Hiccup survived, because Snotlout was pretending to be Hiccup so he could escape.

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