News / Published 2026-10-31

HBO Drops a Surprise It: Welcome to Derry Episode for Halloween

An unannounced 30-minute episode titled A Story of Derry went up on HBO Max for Halloween, set centuries before Pennywise; neither report explains the silence beforehand.

A flat vector illustration of a small town street at dusk: geometric rows of pitched-roof houses reduced to flat blocks, bare trees along the kerb, a lamp post casting one warm pool of light and a dark empty road in the foreground. Slate blue and rust palette, no people, no flags, no seals, no logos and no readable text.
Conceptual editorial illustration; not a photograph of the people or event described.

THE SHORT VERSION

  • HBO released a surprise episode of It: Welcome to Derry on HBO Max on 31 October, with no advance announcement and no explanation in either report for the silence.
  • Variety and Deadline agree the episode is titled A Story of Derry and runs 30 minutes; Variety places it hundreds of years before the series, and Deadline prints a logline about three youngsters in the Western Wood.
  • Both reports date the series premiere to 26 October 2025 and call the show a prequel to the 2017 and 2019 films; Deadline's October interview with showrunner Brad Caleb Kane puts season two in 1935 and its arrival in late 2027 or 2028.

The episode arrived without a warning

HBO released a surprise episode of It: Welcome to Derry on HBO Max on 31 October with no advance announcement, and Variety and Deadline both filed on the drop the same morning. Deadline's headline said the episode was already streaming. On Instagram, HBO Max called it “IT’s a surprise Halloween treat” and told viewers to “Catch this never-before-seen special exploring the origins of IT in Derry.” Neither report says how long the episode had been finished, why HBO kept it off the schedule, or how many people watched it in the first hours.

Variety supplies the shape of the thing. The episode is titled A Story of Derry, runs 30 minutes, and is set hundreds of years before the series' own events and before the introduction of Pennywise. That puts it further back than either the show or the films, and both outlets describe the series itself as a prequel to the two-part adaptation of 2017 and 2019. Variety reads the timing as a good fit for a surprise release of a supernatural horror series that HBO renewed for a second season in August.

Three youngsters in the Western Wood

Deadline prints the episode's logline, which puts three youngsters in the Western Wood hundreds of years before Pennywise and has them meet what the logline calls a terrifying ancient spirit. The same report describes the clip that came with the announcement: a Native American girl running through the woods with a bow and arrow at the ready. Variety does not describe the clip or name any character. Its account of the setting is a single clause about the centuries between the episode and the show.

The parts that are easy to check line up. Both reports give the runtime as 30 minutes, both call the release a special, and both put it on Halloween. Neither lists a cast, a director or a writer for the episode, and neither quotes anyone who made it. Deadline's only production context is an interview from earlier in October with the showrunner, and that interview is about the second season rather than about the episode that appeared this week.

The series was renewed before the special appeared

It: Welcome to Derry premiered on HBO Max on 26 October 2025, according to both reports, and both describe it as a prequel to the films of 2017 and 2019. Variety traces the material to Stephen King's novel It and notes that the series builds on those two films. Deadline, which gives the same origin in a single sentence, adds that the second season will be set during the Great Depression in 1935 and will draw on another piece of Derry history from King's 1986 novel.

HBO renewed the show for a second season in August, Variety reports. Before that announcement, co-creator Andy Muschietti told Variety that the writers' room had already opened, and he described the period the new season would cover. “There’s gonna be a lot of that depression-era hustling in the air in our characters,” he said, and added that the era's social and cultural horrors would not be skipped. Deadline's only reference to a second season is the showrunner's line that the show is already greenlit.

Halfway through the scripts

Deadline's October interview with showrunner Brad Caleb Kane puts the second season at late 2027 or 2028 and promises a new version of Pennywise. Bill Skarsgård plays the clown, and Kane says the character will be shown in a “way you’ve never seen that character before.” That is the only scheduling information in either report. Variety gives no date for the second season at all, and neither outlet reports a start date for production.

Kane's description of the work is more specific than the schedule. “We’re writing the scripts. We’re about halfway through the writing of the scripts,” he told Deadline, then listed what was already in place: “We have a production schedule, we’re greenlit for a Season 2, and Andy Muschietti’s out there casting.” The Halloween special is not mentioned in that interview. Neither report connects the special to the season being written.

1935, the Bradley Gang and a bleaker Derry

Both reports place the second season in 1935, during the Great Depression, and both tie it to the Bradley Gang. Variety quotes the logline, which “centers on the bloody massacre of the Bradley Gang, a group of bank robbers who stop in Derry to buy ammo and end up facing unimaginable horror.” Deadline calls the massacre another piece of town history depicted in King's 1986 novel. Variety notes it is one of the interludes in the original book, and puts season one in 1962 in the fictional Derry, Maine.

Muschietti told Variety the second season would look different from the first, and described what the town becomes under Depression conditions. “In this case, on the surface, Derry is a graveyard almost,” he said. “It’s a carcass of something because people are depleted, poor, tired, jobless, homeless.” He went on to say that the new group of children includes orphans and runaways, and that hope is still burning in the story.

What the two reports leave open

Some obvious questions have no answer in either text. Neither report says whether the Halloween special connects to the second season's story, which cast members appear in it, or how it was received. Deadline's late 2027 or 2028 comes from the showrunner's interview and is not presented as a schedule; Variety gives no date. Nobody from HBO is quoted about whether more unannounced episodes are planned.

What the two reports establish is narrow and checkable. A 30-minute episode titled A Story of Derry went up on HBO Max on 31 October. It is set centuries before the series, and the second season is in script with a 1935 setting and a Pennywise who will look unfamiliar. Everything beyond that is a showrunner describing intentions. Related coverage on this site includes the Ghosts season six Halloween special, the American Horror Story season 13 finale and the release context for The Invite on HBO Max.

Sources & reporting limits

  1. 'It: Welcome to Derry' Surprise Halloween Special Drops on HBO Max — Variety
  2. ‘It: Welcome to Derry’ Surprise Halloween Episode Now Streaming On HBO Max — Deadline
Keep the thread.

Follow TV & Variety to find related stories on your next visit.

THE WEEKLY EDIT

The week, made clear.

Stories worth understanding, brought together in one weekly edition.

Share this page

Instagram, TikTok & other apps

Copy the page link, then paste it where your chosen app supports links. You choose whether to send or publish.