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.
Hiccup usually wears a helmet in the books. Toothless sometimes sits on top of it or hides under it.
Hiccup is given the Slavemark by Bearcub's gradmother as a way to make him keep his promise that he would free her annd the rest of the wanderer slaves. Hiccup uses his helmet to hide the Slavemark.
Hiccup loses his helmet when Snotlout thows 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.
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.
Hiccup lost this helmet as well when Snotlout was pretending to be him so he could escape. Alvin the Treacherous and Excellinor 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.
Hiccup is given a helmet made from half of his late mother's breastplate. It has two horns on each side and is rather similarly shaped like a semicircle.
Hiccup finds it a little awkward, but still wears it during dragon training. By the time he faces the Monstrous Nightmare, Hiccup throws the helmet on the ground to show the dragon he's not like the other Vikings becuase he doesn't support the Vkings' custom of killing dragons.
Hiccup's helmet fell into the sea when a dragon knocked it over while he was flying. Toothless wanted to retrieve it but Hiccup insisted to go back to the village. After Hiccup made Toothless his auto-tail, Toothless retrieved it and Hiccup was really happy, showing that he treasures it a lot.
Hiccup's helmet makes a few appearances.
Torch plays with it while Hiccup is trying to draw him.
Bucket's more accurate portrait ofHiccup has Hiccup wearing his Viking helmet.
Hiccup's helmet was seen at the foot of his bed when he's looking over Bork's notes.
Hiccup's Viking Helmet doesn't appear in the sequel, and is replaced by Hiccup's new Flight Helmet.
- The horns on Hiccup's Viking Helmet are smaller when he wears it.