25 events found.
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Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric …
$50 -
Murder and Mayhem Walking Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesThe 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 …
$60 -
Movies on the Lawn: Sleepy Hollow
Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY, United StatesJohnny Depp's Ichabod Crane is not the twitchy schoolmaster of the page but a squeamish New York constable, sent upriver in 1799 to investigate a run of beheadings in a …
$5 -
The Headless Horseman Files
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesFour 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 …
$25 – $35 -
Glass Pumpkin Patch Fundraiser
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesThe Village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. This festive event will …
Free -
Myths & Mysteries of The Octagon House
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United StatesA 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 …
$38 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesSleepy 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 …
$65 – $89 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of …
$20 -
An Audience with Poe
Historic Hudson Valley 639 Bedford Road, Tarrytown, United StatesSip, 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 …
$65 -
The Lady in White
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United StatesAn 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 …
$58 -
Irving’s Legend at Sunnyside
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesHear 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 …
$40 – $45 -
The Lady in White
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United StatesAn 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 …
$58 -
The Legend of Sleepy Hollow and Local Lore
Rockwood Hall Phelps Way, Pleasantville, NY, United StatesFollow a lamplit path to the ruins of Rockwood Hall, high above the Hudson, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow's lesser-known ghost …
$28.52 -
Twilight Village at Sleepy Hollow
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesWhere 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, …
$25 – $35 -
Masque of the Red Death at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesThis 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, …
$45 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesMore 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 …
$24 – $189 -
A Halloween Candlelight Experience in Sleepy Hollow
Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591 199 N Broadway, Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591, NY, United StatesStep into the glow of hundreds of flickering candles this Halloween as Lumos Experiences brings its enchanting Classical Halloween concert to Sleepy Hollow. Set within the intimate surroundings of St. …
$30 – $75 -
Headless Improv
Fraternal Order of Eagles 322 N Broadway, Sleepy Hollow, NYSleepy Hollow Arts Collective presents HEADLESS IMPROV An evening of spine-tingling comedy based on your suggestions! Something spooky is happening in Sleepy Hollow, and nobody knows what comes next, not …
$25 – $30 -
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Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric …
$50 -
Ghost Light: A Haunted Evening of Music, Movement, Poetry & Film
Irvington Theater 85 Main Street, Irvington, NY, United StatesEnter the Irvington Theater after dark… if you dare. This Halloween, the theater comes alive with Ghost Light, a one-night-only, theatrical experience where music, poetry, theater, film, opera, and dance …
$30 -
Stevie’s Blue Lamp: A Stevie Nicks Tribute Band
The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United StatesChannel your inner Stevie and celebrate the spooky season with everyone's favorite witchy woman! As the air turns crisp and the nights grow longer, Stevie’s Blue Lamp brings an evening …
$35 – $40 -
The Mavericks & Friends
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesFor three decades, The Mavericks carved out their Grammy-winning sound — a multicultural version of American roots music, blending stateside influences like country and rock & roll with the border-crossing …
$77.50 – $97.50 -
A Halloween Candlelight Experience in Sleepy Hollow
Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591 199 N Broadway, Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591, NY, United StatesStep into the glow of hundreds of flickering candles this Halloween as Lumos Experiences brings its enchanting Classical Halloween concert to Sleepy Hollow. Set within the intimate surroundings of St. …
$30 – $75
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.