How to Train Your Dragon Movies: Animated Films
The original animated trilogy of How to Train Your Dragon presents Hiccup and Toothless's complete story arc as a cohesive narrative spanning from adolescence to adulthood. This watch order focuses exclusively on DreamWorks Animation's three interconnected films, which tell a linear story of friendship, growth, and the evolution of an entire society.
Each film builds on the previous entry, following the characters as they mature and face increasingly complex challenges. The trilogy concludes Hiccup's journey from village misfit to wise chief, providing satisfying closure to major character arcs while maintaining excellent narrative continuity.
There is 1 other watch order available - see the link up above.

How to Train Your Dragon
A young Viking named Hiccup discovers that dragons aren't the monsters his village believes them to be when he befriends an injured dragon he names Toothless. Their unlikely friendship challenges everything Hiccup has been taught about being a warrior and forces him to choose between tradition and compassion.

How to Train Your Dragon 2
Five years after uniting dragons and Vikings, Hiccup and Toothless discover a secret world of wild dragons and face a new threat from a power-hungry warrior seeking to conquer Berk.

How to Train Your Dragon: The Hidden World
Hiccup works to create a peaceful dragon utopia while Toothless discovers a mate, but mounting dangers force both dragon and rider to make difficult choices to protect their world.
Other Film Series
Alice in Wonderland
Fifteen independent feature film adaptations of Lewis Carroll's 1865 novel, plus one connected duology.
Greek Mythology
Films that bring the gods, heroes, and epic tales of ancient Greece to life on screen.
Jumanji
A magical adventure series about a supernatural board game that brings its jungle dangers into the real world.
The Smurfs
The beloved blue characters across multiple theatrical adaptations, from early animation to live-action hybrids and modern reboots.
The Wizard of Oz
A collection of reimaginings and retellings of L. Frank Baum's classic tale, spanning from the iconic 1939 musical to modern interpretations.
Witch Mountain
A Disney science fiction series about children with extraordinary psychic abilities seeking refuge and their true origins.