SUP Witches of Sleepy Hollow Festival
Searching for a wicked sight? Come to Kingsland Point Park for the 6th annual SUP Witches Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. Join …
$8
25 events found.
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Events
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Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States
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The Headless Horseman Files
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesImmerse yourself in this Sleepy Hollow whodunit and decide for yourself what really happened to Ichabod Crane. Follow your guide on a mysterious 45-minute walk through the historic grounds of …
$25 – $30 -
SUP Witches Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesHundreds of costumed witches, warlocks, and wizards paddle the Hudson River off Kingsland Point Park in one of Sleepy Hollow's signature Halloween traditions. On shore, "Witches Hollow" brings live music, …
Free – $10 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …
$20 -
The Very Hungry Caterpillar Interactive Show
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesThe Very Hungry Caterpillar Interactive Show invites young audiences to embark on a captivating journey through the pages of the beloved Eric Carle books. As the enchanting tales come to …
$39.50 – $44.50 -
The Good, the Bad and the Unusual-Cemetery Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesJoin Sara Mascia and Tara Van Tassell from our local historical society as they dish about several intriguing locals as well as some of Sleepy Hollow Cemetery's world-famous inhabitants. You …
$45 -
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
418 North Broadway 418 North Broadway, Sleepy Hollow, United StatesEmbark 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 …
$25 -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 176-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$30 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …
$20 -
Tesla Quartet
Kusel Auditorium at Sleepy Hollow High School 210 North Broadway, Sleepy Hollow, NY, United StatesFriends Of Music Concerts presents The Tesla Quartet. The Quartet’s emotive and thoughtful interpretations reveal their deep commitment to the craft and to their ever-expanding repertoire, from contemporary works to …
$40 -
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. This fall, professional storytellers bring to life the “powerful graphic effect” that Washington Irving …
$60 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesBigger, Brighter, and More Spectacular Than Ever Before! The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor …
$24 – $50 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA Night of Legendary Magic Featuring Mark Clearview & Nick Wallace Join master illusionists as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks …
$65 -
Sleepy Hollow Rock & Roll House of Horrors
Holy Cross Parish Hall 116 Beekman Avenue, Sleepy Hollow, NY, United StatesDescend in to the basement of an abandoned church rectory and witness new scares with new twists!!! Be careful what you wish for…Enter if you dare! Get your tickets now. …
$30 – $35 -
Lyndhurst After Dark!
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesLyndhurst After Dark offers an exquisite Halloween experience, blending gothic charm with subtle spookiness. You've experienced the splendor of the Lyndhurst Mansion during the day, but have you seen it …
$20 – $40 -
Twilight Village at Sleepy Hollow
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesWhere the Legend Lives After Dark! As evening settles over Philipsburg Manor, channel the spirit of Irving’s famously creepy tale at this immersive outdoor experience with live storytellers, fire performers, …
$25 – $30 -
The Legend of Sleepy Hollow at Old Dutch Church
Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United StatesDon’t miss your chance to experience "The Legend of Sleepy Hollow" in the heart of Sleepy Hollow! On October 11, 12, 18, 19, 25, and 26 at 7 p.m., the …
$40 -
Sherlock Holmes and the Legend of Sleepy Hollow
Makers Central 84 Central Avenue, Tarrytown, NY, United StatesIn this spine-tingling and laugh-filled theatrical thrill ride, Sherlock Holmes and Dr. John Watson leave the foggy streets of London behind for the eerie woods of Sleepy Hollow! A rash …
$50 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$50 -
Peek-a-Boo (An Immersive Hudson Valley Haunt)
Bethany Arts Community 40 Somerstown Road, Ossining, NY, United StatesAfter a sold-out run in 2024, River’s Edge Theatre Company is bringing its provocative immersive show Peek-a-Boo back to Bethany Arts Community this October. Inspired by hidden histories of the …
$30 – $35 -
Film Series: Alfred Hitchcock’s Psycho
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesClassic films in a classic venue! A secretary on the run for embezzlement takes refuge at a secluded California motel owned by a repressed man and his overbearing mother. Runtime: …
$11 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$50 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …
$20 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesBigger, Brighter, and More Spectacular Than Ever Before! The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor …
$24 – $50 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$50
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.