Take a Trip to The REAL Sleepy Hollow This Halloween!

In 1820, famed author, Washington Irving published a haunting short story, The Legend of Sleepy Hollow. The iconic tale is about a small New York town terrorized by the ghost of the Headless Horseman. The allure of this story is so powerful that almost 200 years later, the legend is still being retold by Hollywood. There are two iconic interpretations. The first being the 1949 animated interpretation The Legend of Sleepy Hollow, narrated by Bing Crosby. The second, is Tim Burton’s spooky take on the legend in 1999, simply titled Sleepy Hollow.

Every Halloween, people from all over the world flock to Sleepy Hollow, NY. To celebrate the holiday and its spooky history, Sleepy Hollow and its neighboring towns host several spectacular Halloween events. Below is our list for the top Halloween attractions going on in Sleepy Hollow that every Halloween fiend and ghost-story enthusiast should check out this year:



The Sleepy Hollow Cemetery Tours


This beautiful cemetery is over 150 years old and spans about 85 acres. On a walking tour, you will see the grave sites of many famous people, including John D. Rockefeller and even the author of The Legend of Sleepy Hollow himself, Washington Irving. Ghost-story and Halloween lovers should take the nighttime variation of the walk to get an extra creepy experience. Each guest on the Sleepy Hollow Cemetery tour will receive a lantern to guide their way. Paranormal fans can try to take pictures of the many spirits rumored to haunt the cemetery grounds.


Horseman’s Hollow


Each autumn in Sleepy Hollow, the remarkable Philipsburg Manor converts into a haunted house filled with frights. Including a rare appearance by the Headless Horseman himself. With performances by professional actors and amazing special effects, the beautiful mansion is transformed into a terrifying ordeal. Both human and inhuman monsters terrify visitors who make their way through the Manor and its grounds. This event is not for young children or those who frighten too easily.


Irving’s Legend


Nothing brings The Legend of Sleepy Hollow to life like a live telling of the story. At Irving’s Legend, a professional storyteller reenacts the original story with terrifying accuracy. The performance is about 45 minutes long and takes place in the church next to Philipsburg Manor. This performance will definitely get you in the Halloween spirit.


The Great Jack O’Lantern Blaze


The town of Croton-on-Hudson, about 20 minutes from Sleepy Hollow, puts one of the best Halloween events. The Great Jack O’Lantern Blaze turns the historical Van Cortlandt Manor into a Halloween wonderland that even Jack Skellington would be proud of. With over 10,000 hand-craved jack o’lanterns, you can see many structures. Including, life-size dinosaurs, a walk-able bridge, and working grandfather clock, all made out of pumpkins.


Because Halloween is peak season in Sleepy Hollow, events will likely sell out quickly. Buy your tickets today!

Are you going to any of these Sleepy Hollow events? What is your favorite Halloween-time event or tradition? Tell us in the comments!

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V.P. Morris

Horror and thriller writer. Serial tea drinker. Horror movie and true crime junkie. Lover of all things dark and strange. Find me at vpmorris.com.