Doctor Strange's journey, in order
To watch the Doctor Strange movies in order, start with Doctor Strange, then Thor: Ragnarok and Avengers: Infinity War. That's 6 out so far, about 14 hours, ending with Doctor Strange in the Multiverse of Madness.
Stephen Strange goes from arrogant surgeon to Sorcerer Supreme, and he's at the centre of the MCU's move into the multiverse.
Updated
The Doctor Strange movies in order

Doctor Strange
A surgeon loses the use of his hands and finds magic.

Thor: Ragnarok
A short scene where he helps Thor find his father.

Avengers: Infinity War
He guards the Time Stone and sees 14 million futures.

Avengers: Endgame
He knows the one way to win.

Spider-Man: No Way Home
A spell for Peter Parker breaks open the multiverse.

Doctor Strange in the Multiverse of Madness
Strange travels the multiverse, with Wanda after him.
Also worth watching

What If...?: Season 1
One episode asks what if Strange lost Christine instead of his hands.
Questions
What order should I watch the Doctor Strange movies in?
Start with Doctor Strange, then Thor: Ragnarok and Avengers: Infinity War, and follow the list above: 6 in all, ending with Doctor Strange in the Multiverse of Madness.
How long does it take to watch all of the Doctor Strange movies?
About 14 hours for the 6 out so far.
What should I watch before Doctor Strange in the Multiverse of Madness?
Spider-Man: No Way Home and WandaVision. The film picks up both of their stories.
More to watch in order
- The full Marvel watch order
- Spider-Man movies in order
- Iron Man movies in order
- Black Panther movies in order
- Avengers movies in order
- Infinity Saga in order
- Guardians of the Galaxy movies in order
- Captain America movies in order
- Thor movies in order
- Hulk movies in order
- Black Widow movies in order
- Scarlet Witch and Vision in order
- Loki in order
- Ant-Man movies in order
- Captain Marvel movies in order
- All 44 watch paths
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