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 …
$40 – $50
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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Lyndhurst Spirited Mansion Weekend
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesLyndhurst will be open Halloween Weekend with an “Explore at Your Own Pace” event--Spirited Mansion Weekend. Visitors can walk through the mansion without a guided tour, view the seasonal decorations …
$16 – $24 -
Victorian Photography Studio
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesNew for this Halloween season is the chance to bring home a piece of photographic history. Victorian Photography Studio from Gettysburg, Pennsylvania will be at the Lyndhurst mansion ready to take …
$50 – $80 -
Home of the ‘Legend’
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesAt this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …
Free – $12 -
Kykuit Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesBuilt between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; …
$18 – $60 -
Philipsburg Manor Tours
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJourney to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …
$12 – $17 -
Union Church Tours
Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United StatesThe Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country …
$9 -
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 …
$15 -
Octagon House Myths and Mysteries Tour
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 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 …
$15 -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 173-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 …
$25 -
Octagon House “The Lady in White” Interactive Tour & Performance
Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United StatesHer ship went down in flames, but the Lady in White returned to the Octagon House and still waits for her lover to find her there. Based on the 1956 …
$39 -
Halloween Block Party
Headless Horseman Statue 362 North Broadway, Sleepy Hollow, NY, United StatesHalloween in Sleepy Hollow is a month-long celebration, and if you visit the last two weekends of October you know how we like a good block party! From 4 pm …
Free -
Halloween Beekman Block Party
Bring your best costume to downtown Sleepy Hollow and dance the night away! Music by Studio 100, DJ Anthony Veras, and DJ RaySTAR. Special appearance by Flame. Food and beverage …
Free -
Tarrytown Halloween Parade
FeaturedPatriots Park Patriots Park, Tarrytown, NY, United StatesThe 20th annual Village of Tarrytown Halloween Parade steps off at 5:30 pm from Patriot's Park. March south along Broadway to Tarrytown's Main Street. Block party to follow on Main …
Free -
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! You …
$28 -
Lyndhurst After Dark!
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesYou’ve experienced the splendor of the Lyndhurst Mansion during the day, but have you seen it draped in candlelight? This Halloween Season, experience the history of the Mansion and explore Victorian …
$20 – $26 -
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 …
$24 – $99 -
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 are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children one terrible afternoon, or …
$45 -
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 – $70 -
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! You …
$28 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSoak up the history of this famous cemetery by the light of kerosene lanterns! It’s like stepping back in time as you visit some of the most impressive residents, including …
$45 -
American Aristocrats Cemetery Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesShort on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the …
$30 -
American Aristocrats Cemetery Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesShort on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the …
$30 -
Paquito D’Rivera Quintet
Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United StatesSaxophonist and Clarinetist Paquito D’Rivera is an international treasure: A star since childhood, a featured soloist at 17 with Cuba’s National Symphony, founding member of the legendary Afro-Cuban jazz fusion …
$45 – $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.