Scarecrow’s Ball
The Good Witch Coffee Bar's Scarecrow’s Ball is an all-day, Oz-themed Halloween extravaganza with a dash of magic and a sprinkle of mischief. It’s got everything from “witchy” brews to …
Free
25 events found.
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Events
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The Good Witch Coffee Bar 134 Southside Avenue, Hastings-On-Hudson, NY, United States
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Sleepy Hollow Halloween 10K & Kids Fun Run
Morse School 30 Pocantico Street, Sleepy Hollow, NY, United StatesEnjoy 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 …
$40 – $50 -
Victorian Tintype Portraits
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesBack and expanded due to popular demand, this 2024 Halloween season is the chance to bring home a piece of photographic history. Victorian Photography Studio/Union Tintype and Hellcat Darkroom will …
$80 – $100 -
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 …
$24.99 -
Tarryhollow: Walking Through Time (Sleepy Hollow)
Patriots Park Patriots Park, Tarrytown, NY, United StatesThis two-hour tour will introduce you to the unique history of Sleepy Hollow and to some of the fascinating people who once lived in – or visited – our Village. …
$24.99 -
Witch’s Brew: Tea Blending Workshop With Belinda
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesDelve into the mystical secrets of crafting delightful herbal infusions that tantalize the taste buds with with Belinda, our favorite doll at Washington Irving's Sunnyside, as your whimsical guide and …
$100 -
Gothic Harvest Market
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesExplore the grounds of the historic Lyndhurst mansion and shop at the Gothic Harvest Market. Hudson Valley vendors will be selling an eclectic mix of spooky oddities, curated antiques, gothic …
$25 – $35 -
Kykuit Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …
$25 – $75 -
Myths & Mysteries of The Octagon House
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States18 miles north of New York City, high on a bank along The Hudson River sits The Armour-Stiner (Octagon) House. Built in 1860, this enigmatic, eight-sided, domed landmark is the …
$29 -
The Legend of Sleepy Hollow – a Radio Play
The Chapel at Scarborough Presbyterian Church 671 Scarborough Road, Briarcliff Manor, United StatesThe Legend of Sleepy Hollow - a Radio Play is an adaptation of Washington's Irving classic work. Eight actors perform almost every word of the original short story, and also …
$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 …
$24.99 -
Octagon House Tour with Reading of ‘The Raven’
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States"Tis the Wind and Nothing More" Anything can happen if you let the madness take over. This Halloween weekend, step back in time and tour The Armour-Stiner Octagon House with …
$58 -
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 -
The Great Jack O’Lantern Blaze
Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United StatesThe Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …
$20 – $57 -
Rock N Roll House of Horrors
Holy Cross Parish Hall 116 Beekman Avenue, Sleepy Hollow, NY, United StatesAre you brave enough for the six terrifying rooms at Rock N Roll House of Horrors in Sleepy Hollow? Tickets are selling fast, so grab yours and face the fear—if …
$25 – $45 -
Nyack Halloween Parade
Nyack Main Street, Nyack, NY, United StatesDon your most daring costume and join Nyack's for a frighteningly fun 35th annual Halloween Parade! Hosted by the Nyack Chamber of Commerce and the Village of Nyack, the Nyack …
Free -
Twilight Village at Sleepy Hollow
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesA Night of Folklore, Fortune, and Festivities! Looking for the true heart of Sleepy Hollow? You’ll find it at Twilight Village at Sleepy Hollow. Discover delightful and mysterious creatures who …
$25 – $30 -
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 -
Spirits of Sleepy Hollow Country
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin us at Philipsburg Manor, nestled in the heart of Sleepy Hollow Country, for an extraordinary evening of mystery and illusion. Experience the magic of The Spirits of Sleepy Hollow …
$60 -
Irving’s Legend at Sunnyside
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesIrving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …
$30 – $55 -
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 StatesA Night of Folklore, Fortune, and Festivities! Looking for the true heart of Sleepy Hollow? You’ll find it at Twilight Village at Sleepy Hollow. Discover delightful and mysterious creatures who …
$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 19-20 and 26-27 at 7 p.m., the historic Old Dutch Church …
$40 -
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! …
$62 -
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.