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Plan your visit to Sleepy Hollow with our calendar of events. From Halloween classics to new attractions, there's something for everyone!
Halloween in Sleepy Hollow has something for everyone: haunted hayrides, Gothic mansions, blazing pumpkins, farmers markets, live music, street fairs, our famous Halloween 10K run (costumes welcome!), Halloween parade, and of course, the Headless Horseman!
Step into the world of Sleepy Hollow and visit the landmarks that inspired the legendary tale of the headless horseman.
From the pumpkin displays to the haunted attractions, every corner of Sleepy Hollow offers a picture-perfect moment. There you have it, a step-by-step guide to planning your Halloween trip to Sleepy Hollow, NY.
Discover the best accommodations in Tarrytown and Sleepy Hollow, from luxurious guest rooms to spacious suites.
Stop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, children’s events as well as ongoing educational activities and programs.
The wildly popular Great Jack O’Lantern Blaze returns in 2024, including Halloween night! It features over 7,000 hand-carved, illuminated pumpkins set against the mysterious backdrop of Van Cortlandt Manor’s 18th-century buildings and riverside landscape.
This illuminating daytime experience is the easiest and most fun way to get deep inside the true Legend! 2024 dates: Select dates September 27-November 3, Fridays through Sundays plus Columbus Day and Halloween. Tours at Noon, 1, 2, 3, 4, & 5pm.
Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive …
Covered bridges were used further up the Hudson Valley, always to span rivers broader and deeper than our little creek. Uncover the mystery of the Headless Horseman Bridge in Sleepy Hollow. Learn about the history and evolution of this famous landmark.