Tarrytown Halloween Parade
Parking 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
25 events found.
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Events
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Patriots Park Patriots Park, Tarrytown, NY, United States
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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 -
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 -
Peek-a-Boo (An Immersive Hudson Valley Haunt)
Bethany Arts Community 40 Somerstown Road, Ossining, NY, United StatesRiver’s Edge Theatre Company and Bethany Arts Community are teaming up yet again to bring a spooky, immersive theatre production to Westchester this fall. Peek-a-Boo, written by Meghan Covington (Artistic …
$30 – $35 -
The Man Behind the Legend
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesMeet the man behind the Legend! In his most famous short story Washington Irving says of Sleepy Hollow Country, "If ever I should wish for a retreat whither I might …
$45 -
The Rocky Horror Picture Show
Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United StatesIn this cult classic, sweethearts Brad (Barry Bostwick) and Janet (Susan Sarandon), stuck with a flat tire during a storm, discover the eerie mansion of Dr. Frank-N-Furter (Tim Curry), a …
$28 – $36 -
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 -
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 -
Irvington Farmers Market
Main Street School 101 Main Street, Irvington, NY, United StatesEnjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there is fresh …
Free -
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 (Tarrytown)
Patriots Park Patriots Park, Tarrytown, NY, United StatesThis two-hour tour will introduce you to the unique history of Tarrytown and Sleepy Hollow and to some of the most intriguing people who have ever lived here. The guides …
$24.99 -
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
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.