Racing for the Gold was a series of short videos played as advertisement during the 2010 winter Olympics. Each video had a narration by Gobber the Belch. All of these shorts are included on the second disc of the Deluxe Dragon Collection. Ski Jump, Snowboarding, Speed Skating, Bobsled and Medal Ceremony.

Hiccup and the gang join Gobber on a quest to find a legendary boneclad Dragon.

The Viking town of Berk, now enjoying its new alliance with the dragons, is preparing for its annual winter holiday of Snoggletog. However, that spirit is threatened when all the dragons, except Toothless who needs Hiccup to help him, suddenly fly away for some reason. While Astrid ineffectually tries to salvage the occasion, Hiccup decides to build Toothless a new prosthetic to allow him to fly independently, only to have the dragon take off as well. However, as the holiday approaches, Hiccup finds himself swept up to learn the dragons' secret the hard way and to find a solution to bring them home early.

Hiccup and his friends explore and add to their primary reference about dragons.

Hiccup plans to celebrate dragons with a grand holiday pageant at the Snoggletog Festival. This heartwarming idea leads to a series of unexpected, hilarious and thrilling events – but no matter what happens, everyone in Berk is reminded that dragons and humans are forever bonded.

Come settle by the warmth of a roaring fire in Hiccup & Astrid's home. You never know who is going to stop by for a sip of Yak Nog!

How Dragon Racing was invented. Hiccup and all his friends from the dragon academy fight about who really invented it.