Sleepy Hollow Halloween 10K
Enjoy a remarkable course that takes you through Historic Sleepy Hollow’s treasured sights including a stretch along the Hudson River with views of the Headless Horseman Bridge, Sleepy Hollow Cemetery …
$45 – $55
25 events found.
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Events
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Morse School 30 Pocantico Street, Sleepy Hollow, NY, United States
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Victorian Tintype Portraits
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesBack and expanded due to popular demand, this 2025 Halloween season is the chance to bring home a piece of photographic history. Union Tintype and Hellcat Darkroom will be at Lyndhurst …
$90 – $110 -
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 -
Lyndhurst Gothic Market
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesDuring the weekend of Gothic Market, Lyndhurst welcomes visitors to explore on their own the wonders of this Gilded Age Mansion and the Gothic Market during the festive Autumn season. …
$29 – $35 -
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 -
Kids Halloween Craft Party
New Kawaii 1 Bridge Street, Suite 105, Irvington, NY, United StatesKids are invited to celebrate Halloween at New Kawaii with our Spooky Saturday Craft Party! We're making pumpkins, spiderwebs and other spooky projects! Costumes are welcome. Children ages 5 and …
$15 -
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 -
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 -
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 -
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 -
Horror in the Cornfield RPG One-Shot
New Kawaii 1 Bridge Street, Suite 105, Irvington, NY, United StatesHorror in the Cornfield: a Shadowdark One-Shot Role Playing Game. Open to new players and those experienced with the Shadowdark system. $15 - includes a treat and beverage A creepy and …
$15 -
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 -
Tarrytown Halloween Parade
Patriots Park Patriots Park, Tarrytown, NY, United StatesParking in the Villages of Tarrytown and Sleepy Hollow will be extremely limited on the night of the Halloween parade due to road closures. The Halloween Parade urges you to use …
Free -
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 -
Hulda’s Night at Rockefeller State Park Preserve
Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United StatesHulda's Night at Rockefeller State Park Preserve is like nothing else you've ever experienced. Step back in time on this very special night in the woods of the real Sleepy Hollow! …
$68 -
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 -
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 -
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 -
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 -
Hulda’s Night at Rockefeller State Park Preserve
Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United StatesHulda's Night at Rockefeller State Park Preserve is like nothing else you've ever experienced. Step back in time on this very special night in the woods of the real Sleepy Hollow! …
$68
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.