Where to Find the Headless Horseman in Sleepy Hollow
Nestled along the Hudson River, Sleepy Hollow is a place where history and folklore intertwine, creating an atmosphere of enchantment and mystery. Known worldwide for Washington Irving’s classic tale of the Headless Horseman, Sleepy Hollow offers a variety of attractions that bring this legendary figure to life. From immersive experiences to historical landmarks, here are some must-visit spots to encounter the Headless Horseman and delve into Irving’s world.
Washington Irving’s Sunnyside
Start your journey at Washington Irving’s Sunnyside, the charming estate designed by the famous author himself. You can tour the cottage and the grounds from May-December, but special events in the fall, including Legendary Tours of Washington Irving’s Sunnyside, highlight The Legend of Sleepy Hollow, making it an excellent starting point for your Headless Horseman adventure.
3 W Sunnyside Lane, Irvington
Irving’s ‘Legend’
In the fall, stick around Washington Irving’s Sunnyside for the evening to watch master storyteller Jonathan Kruk bring to life the story of The Legend of Sleepy Hollow at Irving’s Legend. This immersive experience offers dramatic readings and interactive performances that capture the eerie and whimsical spirit of the story.
You’ll even have the chance to meet the Headless Horseman himself!
3 W Sunnyside Lane, Irvington
Twilight Village at Sleepy Hollow
Looking for the true essence of Sleepy Hollow? Look no further than the enchanting Twilight Village. As night falls, the grounds of this historic site come alive with delightful and mysterious creatures ready to share their fortunes, sing eerie melodies, and spin tall tales of legends and lore. Browse through the Halloween night market to find unique Sleepy Hollow souvenirs, and enjoy delicious cocktails, mocktails, and tasty snacks. Keep an eye on your path—you might just have a thrilling encounter with the Headless Horseman himself, and get a great photo-op.
381 N Broadway, Sleepy Hollow
Headless Horseman Statue
Located in the Route 9 median between Philipsburg Manor and the Old Dutch Church, the Headless Horseman Statue is a striking tribute to Irving’s famous character. This bronze sculpture captures the essence of the Horseman in mid-gallop, raising his pumpkin head in pursuit of Ichabod Crane. This iconic statue is a must-see for fans of the tale, providing a perfect backdrop for photos.
362 North Broadway, Sleepy Hollow
Headless Horseman Sculpture at Philipsburg Manor
At the Philipsburg Manor entrance, you’ll find a granite sculpture paying homage to The Legend of Sleepy Hollow. This monument captures Ichabod Crane’s desperate flight from the Headless Horseman, with the historic Old Dutch Church serving as a haunting backdrop to the scene.
381 N Broadway, Sleepy Hollow