Visit Sleepy Hollow
Where the Legend Lives
This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room …
More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …
Back by popular demand, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt), now with new secret scenes to keep patrons coming back for more. Written by Meghan Covington and directed by Jessica Irons, Peek-A-Boo …
The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children one terrible afternoon, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his …
Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg Manor, where the townsfolk of 1790 are waiting with their alibis. Fiery Hans Van Ripper, charming Katrina Van Tassel, spectral Hulda the Witch, and bold …
A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore …
Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits of Sleepy Hollow Country — not generic stage spooks, but the local dead. Hulda of Bohemia, the healer the village called a witch. Major John André, the British spy …
Sip, savor, and shiver with Poe’s darkest tales brought to life through storytelling, cocktails, and confections. Professional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised in Edgar Allan Poe’s writing, with haunting renditions of The Raven, The Tell-Tale Heart, The Black Cat, and The Masque of the Red Death. We …
An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …
A family-friendly addition to Sleepy Hollow Cinema's Home for Horror Series.: Disney’s The Legend of Sleepy Hollow (1949, 34 min.) followed by The Corpse Bride (2005, 77min.) PG THE LEGEND OF SLEEPY HOLLOW – The Walt Disney Studios’ animated adaptation of Washington Irving’s tale — narrated and sung by Bing Crosby — remains one of …
Hear the Legend told on Washington Irving's own lawn. Washington Irving is buried a few miles up the road. Every October, his most famous story comes back to the house where he spent his last twenty years — performed outdoors, after dark, on the grounds of Sunnyside. Master storyteller Jonathan Kruk has been doing this …
An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …
This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room …
More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …
Where the Legend Lives After Dark! Mix and mingle with storytellers, fire performers, and iconic Legends. Enjoy a roving brass band, a pop-up evening market, and much more. Expanded experiences, more characters, and new performances make Twilight Village a must-visit destination for all ages in the Hudson Valley’s most legendary Halloween town. As evening settles …
Climb aboard the Sleepy Hollow Haunted Hayride and hold on to your head! All seems well when you board your hay wagon in the brightly lit streets of downtown Sleepy Hollow. The journey begins innocently enough. Rumbling off into the dark you realize too late you are heading down the Albany Post Road, past the …
Shelley's classic tale of man and monster comes to life! Think you know the story? Think again. Come enjoy this Gothic tale of hubris, vengeance, and poetic justice adapted from the original text and celebrate the monster within! Please note: this is an indoor, seated performance, not a walking tour. Date: Friday, October 16, 2026 …
Back by popular demand, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt), now with new secret scenes to keep patrons coming back for more. Written by Meghan Covington and directed by Jessica Irons, Peek-A-Boo …
Get ready, Tarrytown… the music that defined a generation is coming your way! The Magic of Motown takes over the Tarrytown Music Hall on Friday, October 16th for one unforgettable night of nonstop hits, energy, and soul. This electrifying, critically acclaimed production has wowed audiences across the country, earning its reputation as “the #1 Motown …
Join Sara Mascia and Tara Van Tassell of our local historical society as they share stories of intriguing residents and some of Sleepy Hollow Cemetery's world-famous inhabitants—and let you guess who counts as good, bad, or unusual. You'll meet locals like poet and eccentric Minna Irving, chocolatier William Wallace, and beloved neighbor "Uncle" Washington Irving, …
Physical and virtual doors open at 7:20 pm for event starting at 7:30 pm. Due to popular demand to participate, we’ve had to limit the amount of readers to 20. All performers, whether “in person” or on Zoom, will be given a 5 minute spot. The “in person” performers at HVWC will perform. The online, …
Shelley's classic tale of man and monster comes to life! Think you know the story? Think again. Come enjoy this Gothic tale of hubris, vengeance, and poetic justice adapted from the original text and celebrate the monster within! Please note: this is an indoor, seated performance, not a walking tour. Date: Friday, October 16, 2026 …
Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …
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 walking tour, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor, one of the largest colonial estates in the Hudson River Valley. You …
Hudson Valley Writers Center opens its historic building for an October pop up with local artists and creators! Drop in for artwork, crafts, and other goods from Sleepy Hollow creators. Make a Day of It The Goblin Market runs 10 AM–3 PM, so it pairs easily with other free shopping events happening the same day …
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There’s something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.