The Definitive Chronological Order Of All 15+ How To Train Your Dragon Adventures (Plus The Live-Action Cast Revealed)

The *How to Train Your Dragon* (HTTYD) franchise is one of DreamWorks' most celebrated sagas, offering a sprawling epic that spans over a thousand years, chronicling the legendary bond between Vikings and dragons. Since the original 2010 film, the story of Hiccup Horrendous Haddock III and his Night Fury companion, Toothless, has expanded across a critically acclaimed movie trilogy, multiple television series, and a collection of fan-favorite short films, culminating in the highly anticipated live-action remake. For fans looking to experience the full, rich narrative of Berk and its dragon riders, viewing the entire catalog in strict chronological order is essential to follow the evolution of the characters, the discovery of new dragon species, and the eventual fate of the dragons in the world of men. As of the current date in December 2025, the franchise's timeline is more complex than ever, with the upcoming live-action film and the far-future animated series *Dragons: The Nine Realms* requiring a clear guide. This definitive list provides the perfect viewing sequence, beginning with Hiccup's awkward youth and ending 1,300 years in the future, ensuring you don't miss a single moment of this timeless Viking-dragon adventure.

The Complete Chronological Timeline of the How to Train Your Dragon Saga

The main saga focuses on the life of Hiccup and Toothless, from their first meeting to their final farewell, taking place over roughly a decade. The numerous TV series and short films flesh out the five-year gap between the first and second movies, and the four-year gap between the second and third.

Here is the full chronological viewing order for the *How to Train Your Dragon* franchise:

1. How to Train Your Dragon (2010): The foundational film where a young, clumsy Viking named Hiccup forms an unlikely friendship with the rare Night Fury dragon he names Toothless. This movie sets the stage for the entire dragon-Viking peace.
2. Legend of the Boneknapper Dragon (2010 Short): A short film that follows Hiccup and the gang as they help Gobber track down the mythical Boneknapper dragon. This takes place shortly after the first film.
3. Book of Dragons (2011 Short): A mockumentary-style short that features Hiccup, Astrid, and the others explaining the various dragon classes and their unique abilities.
4. DreamWorks Dragons: Riders of Berk (2012–2013 TV Series): A 20-episode series that directly follows the first film, showing Hiccup and the riders learning to train and live with their dragons while dealing with new threats and challenges on Berk.
5. DreamWorks Dragons: Defenders of Berk (2013–2014 TV Series): The second season of the TV series, which sees the dragon riders face more complex villains and discover new islands and dragon types.
6. DreamWorks Dragons: Race to the Edge (2015–2018 TV Series): A six-season Netflix exclusive series that takes place three years after *Defenders of Berk* and leads directly into *How to Train Your Dragon 2*. It introduces the Dragon Eye artifact and the villain Viggo Grimborn.
7. Dawn of the Dragon Racers (2014 Short): Set during the *Race to the Edge* timeline, this short focuses on the invention and history of the sport of Dragon Racing.
8. How to Train Your Dragon 2 (2014): Set five years after the first film, Hiccup is now 20 and refuses to take over as Chief, preferring to explore. This film introduces Hiccup's long-lost mother, Valka, and the formidable villain Drago Bludvist.
9. How to Train Your Dragon: The Hidden World (2019): The final installment of the main trilogy, set one year after the second film. Hiccup, now Chief of Berk, must protect his people and their dragons from the ruthless dragon hunter Grimmel the Grisly, leading to the dragons' ultimate retreat to the titular Hidden World.
10. How to Train Your Dragon: Homecoming (2019 Short): Set ten years after the events of *The Hidden World*, this special shows Hiccup and Astrid’s children, Zephyr and Nuffink, discovering the truth about dragons and features a heartwarming reunion between Hiccup, Toothless, and their families.

The Far Future: Dragons: The Nine Realms Timeline

The core saga concludes with *The Hidden World* and *Homecoming*, but the franchise jumps over a millennium into the future with its most recent animated series, introducing a completely new cast and setting.

Dragons: The Nine Realms (2021–Present TV Series)

* Timeline Placement: 1,300 years after the events of *The Hidden World*. * Plot Connection: This series is set in the modern era, where the existence of dragons has become a myth. The story follows a group of kids, including Tom Kullersen, who discover a massive, geological fissure that is home to a hidden world where dragons still thrive. The series cleverly connects to the original saga through the discovery of a Night Fury/Light Fury hybrid, a direct descendant of Toothless and the Light Fury. The show explores the idea that humans and dragons must once again learn to coexist, echoing Hiccup’s original mission, but in a completely different world. This massive time jump allows the series to explore new dragon species, new human challenges, and new realms within the fissure, ensuring the franchise remains fresh while honoring the legacy of Hiccup and Toothless.

The New Beginning: Everything About the 2025 Live-Action Remake

The newest and most exciting development in the franchise is the upcoming live-action retelling of the original 2010 film. Unlike *The Nine Realms*, this project is a direct, non-canonical remake of the first movie, designed to reintroduce the beloved story to a new generation with stunning, photorealistic visuals.

How to Train Your Dragon (2025 Live-Action Film)

* Release Date: Scheduled for June 13, 2025. * Director: Dean DeBlois, the creative visionary behind the original animated trilogy, is returning to write, direct, and produce the live-action version, ensuring a deep respect for the source material. This is a massive win for fans, guaranteeing the film will capture the heart and tone of the original.

Full Confirmed Live-Action Cast

The casting for the live-action film has been a major topic of discussion, with a mix of rising stars and veteran actors taking on the iconic roles of the Dragon Riders and the Viking Chief.

• Hiccup Horrendous Haddock III: Mason Thames (known for *The Black Phone*)
• Astrid Hofferson: Nico Parker (known for *The Last of Us*)
• Stoick the Vast: Gerard Butler (reprising his role from the animated trilogy, a rare and exciting move)
• Snotlout Jorgenson: Gabriel Howell
• Fishlegs Ingerman: Julian Dennison (known for *Deadpool 2*)
• Ruffnut Thorston: Bronwyn James
• Tuffnut Thorston: Harry Trevaldwyn
• Gobber the Belch: Nick Frost (known for *Shaun of the Dead*)
• Spitelout Jorgenson: Peter Serafinowicz

The decision to bring back Gerard Butler as Stoick the Vast is perhaps the most significant casting choice, providing a powerful, nostalgic anchor for long-time fans while establishing a direct lineage to the original animated world. This remake promises to be a faithful and visually spectacular reinterpretation of the story that started it all: a scrawny Viking boy, a powerful, misunderstood Night Fury, and the world they changed forever.

Key Entities and Characters to Enhance Your Viewing

To truly appreciate the topical authority and depth of the *How to Train Your Dragon* universe, it's helpful to be familiar with the main characters and dragon entities that drive the narrative. The franchise is rich with memorable personalities and unique dragon species that are integral to the plot.

• Hiccup Horrendous Haddock III: The protagonist, who evolves from a scrawny, awkward inventor to the brave, visionary Chief of Berk and the legendary Dragon Master.
• Toothless (Night Fury): The rarest and most intelligent of all dragons, Toothless is Hiccup's best friend and the last known Night Fury. His bond with Hiccup is the heart of the entire saga.
• Astrid Hofferson: Hiccup's fiercely loyal, competitive, and skilled partner, who eventually becomes his wife and the mother of his children. Her dragon is Stormfly (a Deadly Nadder).
• Stoick the Vast: Hiccup's father and the former Chief of Berk, a powerful, traditional Viking who eventually embraces the dragon-Viking peace.
• Valka: Hiccup's long-lost mother, a compassionate dragon rider who spent two decades living in secret with a vast sanctuary of dragons. Her dragon is Cloudjumper (a Stormcutter).
• Light Fury: A distinct, white-colored dragon discovered in *The Hidden World* who becomes Toothless’s mate and the mother of their three hybrid offspring.
• The Dragon Riders: The core group of young Vikings, including Snotlout, Fishlegs Ingerman, Ruffnut and Tuffnut Thorston, who form the original team of dragon trainers and explorers.
• Grimmel the Grisly: The primary antagonist of *The Hidden World*, a ruthless dragon hunter obsessed with capturing and eliminating all Night Furies.
• The Hidden World: The mythical, massive subterranean kingdom that serves as the ancestral home of all dragons, where they retreat to live in peace at the end of the trilogy.

Following this definitive chronological order, from the initial animated masterpiece to the far-future spin-off and the upcoming live-action remake, ensures you experience the full emotional impact and vast scope of the *How to Train Your Dragon* legacy.