Sleepy Hollow

Sleepy Hollow

Year: 1999

Runtime: 105 min

Language: English

Director: Tim Burton

MysteryThrillerFantasy

In the eerie and superstitious Dutch settlement of Sleepy Hollow, a series of brutal murders grips the community. A mysterious, headless horseman is suspected, leaving a wake of terror and paranoia. A constable from New York is brought in to investigate the gruesome crimes and unravel the dark secrets lurking beneath the surface of this isolated village, confronting both a terrifying legend and the possibility of a more human perpetrator.

Warning: spoilers below!

Haven’t seen Sleepy Hollow yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – Sleepy Hollow (1999)

Trace every key event in Sleepy Hollow (1999) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Ichabod Crane's Assignment

In 1799, New York City police constable Ichabod Crane is dispatched to the quaint Dutch settlement of Sleepy Hollow. The town is haunted by a series of horrific decapitations, prompting his arrival to investigate the chilling cases.

1799 Sleepy Hollow
2

Introduction to Town Elite

Upon his arrival, Ichabod is greeted by the town's influential figures including Baltus Van Tassel and Reverend Steenwyck. They share their disturbing belief that a headless Hessian mercenary is behind the gruesome murders, and Ichabod must confront this dark myth.

Sleepy Hollow
3

Ichabod's Doubts

Initially skeptical of the supernatural claims regarding the decapitations, Ichabod begins his investigation into the murders. He becomes intrigued by the local lore while gathering evidence of the horrific events that have unfolded.

Sleepy Hollow
4

New Allies

Ichabod takes up residency with Baltus Van Tassel and becomes infatuated with his daughter Katrina. He also befriends Young Masbath, the son of one of the recent victims, who assists him in uncovering the truth behind the murders.

Sleepy Hollow
5

Discovery of the Pregnant Widow

Guided by a tip from Notary Hardenbrook, Ichabod and Young Masbath exhume the bodies of the latest victims. They are shocked to discover that the widow was pregnant at the time of her death, suggesting deeper mysteries at play.

Sleepy Hollow
6

Horrifying Encounters

Tragedy strikes again as the Horseman murders Notary Hardenbrook. This pivotal moment cements Ichabod's resolve to dig deeper into the spirit's origins and the connections between the victims and their collective past.

Sleepy Hollow
7

Journey into the Woods

Accompanied by Young Masbath and Katrina, Ichabod ventures into the mysterious Western Woods seeking answers. They consult a crone who reveals the location of the Horseman's grave, indicating that the key to stopping the terror may lie within.

Western Woods
8

The Grave's Secret

After uncovering the Horseman's grave at the Tree of the Dead, Ichabod discovers that the Horseman's skull is missing. Realizing that someone possesses the skull and controls the Horseman adds urgency to their investigation.

Tree of the Dead
9

The Village's Downfall

As chaos ensues, the Horseman slaughters several townspeople, including Katrina's suitor Brom during a rescue attempt. Ichabod suspects a conspiracy, leading him to connect the murders to a hidden motive amongst the town's elite.

Sleepy Hollow
10

Revelation of Betrayal

During their investigation, Ichabod learns from Hardenbrook that Peter Van Garrett had married the widow, bestowing her with a new will. This revelation implicates Baltus Van Tassel in a potential scheme tied to the Horseman's rampage.

Sleepy Hollow
11

Evidence Destruction

Facing accusations against her father, Katrina reacts by destroying the evidence Ichabod collected. Meanwhile, a town meeting led by Steenwyck spirals out of control as tensions escalate and the Horseman continues his spree.

Sleepy Hollow
12

Chaos and Loss

In a climactic moment, the Horseman attacks the church, leading to chaos among the townsfolk. The night culminates in the deaths of Steenwyck and Lancaster, and the Horseman finally drags Baltus away, claiming him as a victim.

Sleepy Hollow
13

True Identities Revealed

Ichabod learns that Katrina is not responsible for the chaos as he discovers that Lady Van Tassel has been manipulating events. Her desire for vengeance against the town leads to the resurrection of the Horseman, unveiling a tragic betrayal.

Sleepy Hollow
14

Confrontation at the Windmill

In a desperate attempt to end the terror, Ichabod and Young Masbath confront the Horseman at a windmill. Their encounter results in the windmill's destruction, escalating the stakes as they flee back to the Tree of the Dead.

Windmill
15

Final Showdown and Redemption

Ichabod restores the Horseman's skull leading to a final confrontation with Lady Van Tassel. The Horseman, regaining his identity, exacts vengeance on Lady Van Tassel, who ultimately meets her doom, allowing Ichabod and his companions to escape.

Tree of the Dead

Last Updated: November 03, 2024 at 15:22

Unlock the Full Story of Sleepy Hollow

Don't stop at just watching — explore Sleepy Hollow in full detail. From the complete plot summary and scene-by-scene timeline to character breakdowns, thematic analysis, and a deep dive into the ending — every page helps you truly understand what Sleepy Hollow is all about. Plus, discover what's next after the movie.

Sleepy Hollow Summary

Read a complete plot summary of Sleepy Hollow, including all key story points, character arcs, and turning points. This in-depth recap is ideal for understanding the narrative structure or reviewing what happened in the movie.

Sleepy Hollow Summary

Characters, Settings & Themes in Sleepy Hollow

Discover the characters, locations, and core themes that shape Sleepy Hollow. Get insights into symbolic elements, setting significance, and deeper narrative meaning — ideal for thematic analysis and movie breakdowns.

Characters, Settings & Themes in Sleepy Hollow

Sleepy Hollow Spoiler-Free Summary

Get a quick, spoiler-free overview of Sleepy Hollow that covers the main plot points and key details without revealing any major twists or spoilers. Perfect for those who want to know what to expect before diving in.

Sleepy Hollow Spoiler-Free Summary

More About Sleepy Hollow

Visit What's After the Movie to explore more about Sleepy Hollow: box office results, cast and crew info, production details, post-credit scenes, and external links — all in one place for movie fans and researchers.

More About Sleepy Hollow

Similar Movies to Sleepy Hollow

Discover movies like Sleepy Hollow that share similar genres, themes, and storytelling elements. Whether you’re drawn to the atmosphere, character arcs, or plot structure, these curated recommendations will help you explore more films you’ll love.