A Story of Derry Surprise Special Arrives on HBO Max

Pennywise in Welcome to Derry
Bill Skarsgård as Pennywise in Welcome to Derry. Photograph by Brooke Palmer/HBO

A Story of Derry arrived on HBO Max as a surprise Halloween release on October 31, 2026. The roughly 30-minute standalone special takes IT: Welcome to Derry hundreds of years into the past, long before Pennywise became the face of the town’s nightmares.

What A Story of Derry Explores

Instead of continuing the main series’ 1962 storyline, the special follows three young people who venture into the Western Wood and encounter an ancient spirit. It expands the mythology introduced in the show’s first season without requiring viewers to wait for the next full season. Tazbah Chavez directed the installment, written by Cherie Dimaline and Jasmyne Flournoy, with a cast that includes Kiawentiio and Zahn McClarnon.

HBO Max released the special without an advance announcement, making it an actual new chapter rather than another trailer or preview. The episode is available as a separate title on the streaming service, so viewers who do not see it in the regular episode list can search for A Story of Derry directly.

Where It Fits in the IT Timeline

The main series has already been renewed, and Season 2 will move the story back to 1935 and the Bradley Gang era. This Halloween special goes considerably further back, focusing on the supernatural history of the land before the familiar Derry timeline. HBO has not announced a Season 2 premiere date.

Watch the A Story of Derry Teaser

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Sources: HBO Max,

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