Chasing the Headless Horseman by J. W. Ocker

Chasing the Headless Horseman

The History, Hijinks, and Halloweens of the Real Sleepy Hollow

J. W. Ocker

WW Norton · Print & ebook · September 29, 2026

Tread the drowsy shades of Sleepy Hollow with Edgar Award-winning travel writer J.W. Ocker in this spirited exploration of haunted corners, local lore, and America's most famous ghost story.

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Who it’s for
Readers who enjoy ghost stories, Halloween, and small-town drama
Themes
Sleepy Hollow local history, Tourism and preservation, Halloween culture
Genres
Haunted Places & Mysteries, Travel Writing, Middle Atlantic History

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  1. The Great DetectiveZach Dundas46% match
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  4. The United States of CryptidsJ. W. Ocker53% matchShares Haunted Places & Mysteries

For younger readers: Hollow: the Woman in White, The Halloween Tree, All the Lovely Bad Ones

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About this book

Tread the drowsy shades of Sleepy Hollow with Edgar Award-winning travel writer J.W. Ocker in this spirited exploration of haunted corners, local lore, and America's most famous ghost story. This immersive travelogue investigates the town that inspired Washington Irving's famous short story “The Legend of Sleepy Hollow,” and dives into the storied history of the Headless Horseman’s stomping grounds.

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Within the pages you'll visit the village’s graveyard where Irving himself is buried and explore all the present-day spookiness of one of the strangest towns in the country. Blending cultural criticism and behind-the-scenes reporting, Ocker uncovers the tensions between tourism and tradition, profit and preservation, fiction and fact. With wit and curiosity, Chasing the Headless Horseman tells the story of how one small town reinvented itself as America’s Halloween capital, complete with statues, street signs, and an 18-foot-tall Headless Horseman. A must-read for anyone who loves ghost stories, Halloween, or small-town drama, Ocker’s new book does for Sleepy Hollow, New York, what his A Season with the Witch did for Salem, Massachusetts.

Where it sits

Haunted Places & Mysteries94%
Middle Atlantic History58%
Travel Writing48%

Percentages are BookFrontier’s reading of the book.

Publisher categories

  • New England Travel
  • Haunted Places & Mysteries
  • Day Trips
Authors
J. W. Ocker
Publisher
WW Norton
Published
September 29, 2026
Format
Print & ebook
Theme
Sleepy Hollow local history · Tourism and preservation · Halloween culture
Reading lane
New England Travel