Chasing the Headless Horseman

THIS ITEM IS AVAILABLE FOR PRE-ORDER ONLY AND WILL BE RELEASED ON 29 SEPTEMBER 2026.

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

National best-selling and Edgar Award–winning travel writer J. W. Ocker investigates the town that inspired Washington Irving’s famous short story, “The Legend of Sleepy Hollow.” Ocker dives into the storied history of the Headless Horseman’s stomping grounds, visiting the village’s graveyard where Irving himself is buried and exploring all the present-day spookiness of one of the strangest towns in the country.

Blending travelogue, 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.