Travel9/12/2025Conde Nast Traveler

A Fall Guide to Sleepy Hollow, New York

A Fall Guide to Sleepy Hollow, New York

Title: "Exploring the Spooky Charms of Sleepy Hollow, New York" Sleepy Hollow, a picturesque village in upstate New York, is a prime destination for those seeking a thrilling autumn experience. Known for its rich history and associations with Washington Irving's classic tale, "The Legend of Sleepy Hollow," the town offers a plethora of activities and attractions perfect for the Halloween season. Visitors can explore the Sleepy Hollow Cemetery, where the famous Headless Horseman is said to roam, or take a guided tour of the Philipsburg Manor, a historic site that showcases the area's colonial past. The Sleepy Hollow Lighthouse and the Kykuit, the Rockefeller family's historic estate, are also popular attractions that provide a glimpse into the region's cultural and architectural heritage. For those seeking a more immersive experience, the town hosts various events, including the annual Halloween parade and the Horseman's Hollow, a thrilling haunted attraction that brings the Headless Horseman legend to life. With its charming atmosphere and spooky ambiance, Sleepy Hollow promises a truly unforgettable autumn adventure.

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