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DTSTART;TZID=America/New_York:20261011T170000
DTEND;TZID=America/New_York:20261011T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019973-1791738000-1791752400@visitsleepyhollow.com
SUMMARY:Irving’s Legend at Sunnyside
DESCRIPTION:Hear the Legend told on Washington Irving’s own lawn.\nWashington Irving is buried a few miles up the road. Every October\, his most famous story comes back to the house where he spent his last twenty years — performed outdoors\, after dark\, on the grounds of Sunnyside. \nMaster storyteller Jonathan Kruk has been doing this for decades\, and he doesn’t recite the tale so much as inhabit it. He plays all of them: the gangly\, superstitious Ichabod Crane; the coquettish Katrina Van Tassel; swaggering Brom Bones. Jim Keyes supplies live organ music and sound effects\, and a cast of shadowy figures moves at the edge of the lantern light. Then the hoofbeats start. \nThere’s no stage\, no screen\, and no jump-scare gimmickry — just Irving’s nineteenth-century prose\, a good storyteller\, and the sound of the Hudson somewhere below you in the dark. Fifty-five minutes later you’ll understand why this one sells out every single year. \nKnow before you go\n\nWhere: Washington Irving’s Sunnyside\, 3 W Sunnyside Lane\, Irvington\, NY 10533\nWhen: Fridays–Sundays\, October 2–31. Most nights offer two or three performance times between 5 and 9 pm.\nRun time: About 55 minutes\nTickets: From $40; Historic Hudson Valley members save 15%. Advance tickets only — nothing is sold at the gate\, and dates sell out well before Halloween.\nAges: Recommended for 10 and up. It’s family-friendly\, but the period language\, the length\, and the low-light outdoor setting are a lot for younger kids.\nTerrain: Seated outdoor performance with some walking over uneven ground. Dress for a cold night by the river.\n\nTickets and full schedule: hudsonvalley.org or 914-366-6900 \nPresented by Historic Hudson Valley. \nMultiple performances per evening\, see organizer’s website for actual times.
URL:https://visitsleepyhollow.com/event/irvings-legend-at-sunnyside-14/2026-10-11/
LOCATION:Sunnyside\, 3 W Sunnyside Lane\, Irvington\, 10533\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/legend66-1000x542-1.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T180000
DTEND;TZID=America/New_York:20261011T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020057-1791741600-1791754200@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-11/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T183000
DTEND;TZID=America/New_York:20261011T210000
DTSTAMP:20260803T183839Z
CREATED:20260803T183839Z
LAST-MODIFIED:20260803T183839Z
UID:10019931-1791743400-1791752400@visitsleepyhollow.com
SUMMARY:Twilight Village at Sleepy Hollow
DESCRIPTION:Where the Legend Lives After Dark! Mix and mingle with storytellers\, fire performers\, and iconic Legends. Enjoy a roving brass band\, a pop-up evening market\, and much more.\nExpanded experiences\, more characters\, and new performances make Twilight Village a must-visit destination for all ages in the Hudson Valley’s most legendary Halloween town. \nAs evening settles over Philipsburg Manor\, channel the spirit of Irving’s famously creepy tale at this immersive outdoor experience with live storytellers\, fire performers\, and eerie encounters around every corner. Mingle with Legend icons Ichabod Crane and Katrina Van Tassel\, wander through a pop-up market with curious goods\, oddities\, and handmade wares\, and grab delicious bites from food trucks while sipping cocktails and mocktails. \n\n\n\n\n\n\nThroughout the evening\, a roving band fills the air with music\, fortune tellers offer glimpses into your future\, and the Headless Horseman makes a dramatic appearance in a sound-and-light spectacle that recreates his midnight ride. \n\n\n\n\n\n\nTarot readings are available in limited quantities on a first-come\, first-served basis. Food and beverages available for additional purchase.  \n\n\n\nRECOMMENDED FOR ALL AGES \nAdvance Tickets Only. Not Sold on Site.\nOctober 2 & 46:30-8pm \nOctober 3\, 9-11\, 16-186:30-9pm \nOct. 23-25\, 30-316-9pm
URL:https://visitsleepyhollow.com/event/twilight-village-at-sleepy-hollow-7/2026-10-11/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Markets,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/twilight-village-6.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T203000
DTEND;TZID=America/New_York:20261011T213000
DTSTAMP:20260902T160905Z
CREATED:20260902T153018Z
LAST-MODIFIED:20260902T160905Z
UID:10020305-1791750600-1791754200@visitsleepyhollow.com
SUMMARY:Bram Stoker's Dracula
DESCRIPTION:Bram Stoker’s Dracula comes to life for one night only at Sleepy Hollow Cemetery’s Washington Irving Memorial Chapel. This adaptation\, drawn from Stoker’s original 1897 text\, follows the bloodthirsty Count\, his naive solicitor Jonathan Harker\, and vampire hunter Dr. Abraham Van Helsing in the Gothic horror tale that started it all. The Headless Horseman isn’t the only thing to fear in Sleepy Hollow! \nGarlic optional. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Sunday\, October 11\, 2026\nTimes: 6:30–7:30 p.m. or 8:30–9:30 p.m. (two seatings)\nLocation: Washington Irving Memorial Chapel\, 540 North Broadway\, Sleepy Hollow\, NY 10591\nAges: 12+ \n\nDracula is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Frankenstein\, Jekyll & Hyde\, and The Time Machine; step into an interactive Murder Mystery inspired by Washington Irving’s most famous tale; sip Champagne Cocktails with the Dead among the cemetery’s grandest mausoleums; paint your own Headless Horseman alongside artist Heather Gleason; and toast the eccentric poet Francis Saltus Saltus at his graveside. See the full lineup and reserve your seats at sleepyhollowcemetery.org/special-events.
URL:https://visitsleepyhollow.com/event/bram-stoker-s-dracula-2026/2026-10-11/2/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/Bram-Stokers-Dracula.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261012T113000
DTEND;TZID=America/New_York:20261012T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020932-1791804600-1791820800@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-12/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261012T180000
DTEND;TZID=America/New_York:20261012T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020058-1791828000-1791840600@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-12/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261013T180000
DTEND;TZID=America/New_York:20261013T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020059-1791914400-1791927000@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-13/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261014T180000
DTEND;TZID=America/New_York:20261014T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020060-1792000800-1792013400@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-14/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T113000
DTEND;TZID=America/New_York:20261015T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020935-1792063800-1792080000@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-15/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T180000
DTEND;TZID=America/New_York:20261015T210000
DTSTAMP:20260817T205449Z
CREATED:20260817T192321Z
LAST-MODIFIED:20260817T205449Z
UID:10020244-1792087200-1792098000@visitsleepyhollow.com
SUMMARY:Masque of the Red Death at Lyndhurst
DESCRIPTION:This October\, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero\, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room to room with delight and dread as the story of the doomed revelers unfolds around you. \nPerformed and produced by the Irvington Shakespeare Company\, this feverish masquerade unfolds over an evening inside one of the Hudson Valley’s great Gothic Revival houses — a fitting stage for Poe\, and a perfect one for Halloween. \nKnow before you go: \n\nGeneral admission $45 + service fees; recommended for ages 12 and up\nSelect evenings\, October 15–30\, 6:00–9:00 PM — choose your date and entry time when you book\nAn immersive\, walk-through experience involving long periods of standing and stairs; the mansion has no elevator\nArrive 15 minutes early; check in at the Welcome Center (accessible restroom available)\nNo large bags\, backpacks\, or strollers in the mansion\nTickets are non-refundable; performances do sell out\nFor group or special-needs reservations\, call 914-303-6844 in advance\n\nWhy this is a must for Sleepy Hollow visitors: Poe and the Hudson Valley’s Gothic imagination go hand in hand\, and there are few better settings for his most feverish tale than a candlelit Lyndhurst after dark. Make an evening of it and see what else fills Halloween season in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/masque-of-the-red-death-at-lyndhurst/2026-10-15/
LOCATION:Lyndhurst\, 635 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/08/The-Masque-of-the-Red-Death-Color_1920x890_acf_cropped.png
ORGANIZER;CN="Irvington Shakespeare Company":MAILTO:info@irvshakespeare.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T180000
DTEND;TZID=America/New_York:20261015T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020061-1792087200-1792099800@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-15/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T193000
DTEND;TZID=America/New_York:20261015T210000
DTSTAMP:20260812T194639Z
CREATED:20260812T194639Z
LAST-MODIFIED:20260812T194639Z
UID:10020229-1792092600-1792098000@visitsleepyhollow.com
SUMMARY:Peek-a-Boo (An Immersive Hudson Valley Haunt)
DESCRIPTION:Back by popular demand\, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt)\, now with new secret scenes to keep patrons coming back for more. \nWritten by Meghan Covington and directed by Jessica Irons\, Peek-A-Boo is inspired by the real Peek-a-Boo flats of Tarrytown\, NY as well as popular historical figures from the Hudson Valley Region. The Peek-a-Boo\, a popular yet controversial club located on Wildey Street in Tarrytown in the early 20th century\, was often criticized by local residents. Yet\, the flats never had a shortage of customers. \nIn this production\, patrons are invited to go back in time to the Peek-a-Boo (Bethany Arts Community) and attend a 1920’s style vaudeville/burlesque show. There they can drink the potions\, delight in the dancers\, and let their senses run wild. Once they are spellbound\, patrons can then follow characters such as Hulda the Witch\, John Andre\, and Sadie the Goat on their journeys throughout the Peek-a-boo\, learning dark secrets and scandalous confessions. Scary storytelling and immersive theatre combine to make this show the perfect Halloween experience for Hudson Valley residents and tourists alike. \n\n\n\n\n\nPatrons should note that this production is intended for mature audiences only. 
URL:https://visitsleepyhollow.com/event/peek-a-boo-an-immersive-hudson-valley-haunt-3/2026-10-15/
LOCATION:Bethany Arts Community\, 40 Somerstown Road\, Ossining\, NY\, 10562\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/PeekaBoo_101424_riversedge-THG-33.jpg
ORGANIZER;CN="River's Edge Theatre Company":MAILTO:riversedgetheatreco@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T193000
DTEND;TZID=America/New_York:20261015T213000
DTSTAMP:20260921T193912Z
CREATED:20260921T193839Z
LAST-MODIFIED:20260921T193912Z
UID:10020472-1792092600-1792099800@visitsleepyhollow.com
SUMMARY:Murder and Mayhem Walking Tour
DESCRIPTION:The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim\, you just might have nightmares! \nCurious to learn about a family that lost 5 children one terrible afternoon\, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his father before turning the gun on himself\, and a daughter who poisoned her mother? If so\, then this is the tour for you! \nSubject matter is not suitable for children under 18. For the enjoyment of all tour goers\, thank you for respecting this policy. \nDates: October and November\, every Saturday night through Thanksgiving weekend. Thursday nights from September 24th through November 12th. Check individual dates for start times.
URL:https://visitsleepyhollow.com/event/murder-and-mayhem-walking-tour-25/2026-10-15/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/08/foggy-fence-cropped.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T100000
DTEND;TZID=America/New_York:20261016T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020147-1792144800-1792167300@visitsleepyhollow.com
SUMMARY:The Headless Horseman Files
DESCRIPTION:Four suspects\, one missing schoolmaster\, and 45 minutes to work out what happened — Sleepy Hollow’s whodunit\, staged in broad daylight.\nA guide walks you through the grounds of Philipsburg Manor\, where the townsfolk of 1790 are waiting with their alibis. Fiery Hans Van Ripper\, charming Katrina Van Tassel\, spectral Hulda the Witch\, and bold Brom Bones each have a story about the night Ichabod Crane disappeared — and each has a motive. You gather the clues and reach your own verdict. \nSomething is lurking in the shadows\, too. The Headless Horseman doesn’t wait for nightfall here. \nRecommended for ages 8+. One stretch takes place in near-darkness. Timed admission; advance tickets recommended.
URL:https://visitsleepyhollow.com/event/the-headless-horseman-files-2/2026-10-16/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/070725_HHV_Marketing_008-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T113000
DTEND;TZID=America/New_York:20261016T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020936-1792150200-1792166400@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-16/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T140000
DTEND;TZID=America/New_York:20261016T200000
DTSTAMP:20260804T153621Z
CREATED:20260804T153311Z
LAST-MODIFIED:20260804T153621Z
UID:10020115-1792159200-1792180800@visitsleepyhollow.com
SUMMARY:Spirits of Sleepy Hollow Country
DESCRIPTION:Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking.\n\n\n\nMark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits of Sleepy Hollow Country — not generic stage spooks\, but the local dead. Hulda of Bohemia\, the healer the village called a witch. Major John André\, the British spy caught just down the road in Tarrytown. And the Headless Horseman\, who needs no introduction around here. \n\n\n\nThe premise is that none of them ever left\, and all of them have something to say about it. What follows is an hour’s worth of illusion delivered with real comic timing — a magic show first\, funnier more often than it is frightening\, even as the lights drop and things begin happening that shouldn’t. \n\n\n\nIt runs about 50 minutes with no intermission\, in reserved seats\, and it sells out every year. \n\n\n\nNew for 2026: premium seats ($89) now include a complimentary beer or wine and a snack. \n\n\n\nKnow before you go\n\n\n\n\nWhere: Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY 10591. Overflow parking at 100 Continental Street.\n\n\n\nWhen: Fridays–Sundays\, October 2–31. Two to four performances a day depending on the date\, from mid-afternoon through 7:30 pm. Check Historic Hudson Valley’s website for exact times.\n\n\n\nRun time: About 50 minutes\, no intermission\n\n\n\nArrive early. Seating is reserved\, the show starts promptly\, and latecomers can’t be seated.\n\n\n\nTickets: Value seating $65\, standard $79\, premium $89. Historic Hudson Valley members save 15%. Advance purchase only\, no tickets sold on site.\n\n\n\nAges: Recommended for 10 and up. Expect dim lighting\, moments of suspense\, and effects designed to startle.\n\n\n\nAccessibility: Accessible seating is available by phone at 914-366-6900.\n\n\n\n\nTickets and full schedule: hudsonvalley.org or 914-366-6900
URL:https://visitsleepyhollow.com/event/spirits-of-sleepy-hollow-country-18/2026-10-16/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/102123_HHV_Spirits_013-scaled-1.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T150000
DTEND;TZID=America/New_York:20261016T200000
DTSTAMP:20260803T181120Z
CREATED:20260803T174109Z
LAST-MODIFIED:20260803T181120Z
UID:10019896-1792162800-1792180800@visitsleepyhollow.com
SUMMARY:An Audience with Poe
DESCRIPTION:Sip\, savor\, and shiver with Poe’s darkest tales brought to life through storytelling\, cocktails\, and confections.\nProfessional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised in Edgar Allan Poe’s writing\, with haunting renditions of The Raven\, The Tell-Tale Heart\, The Black Cat\, and The Masque of the Red Death. We pair the tales with complimentary cocktails or mocktails designed to capture the spirit of the stories. \nThe evening begins in the Library at Historic Hudson Valley\, where visitors enjoy their first drink while standing among the shelves\, listening to a creepy tale. From there\, the experience deepens in an intimate theater setting\, with three more of Poe’s dark masterpieces performed in turn\, as those gathered sip drinks and enjoy small treats—indulgences to savor in the night’s shadows. \nOctober 3\, 9\, 11\, 16\, 18\, 23\, 25\, 30\n3\, 5\, 7pm \nOctober 10\, 17\, 24\, 31\n1:30\, 3:30\, 6\, 8pm \nRECOMMENDED FOR AGES 16+ \nAdvance Tickets Only. Not Sold on Site.
URL:https://visitsleepyhollow.com/event/an-audience-with-poe-3/2026-10-16/
LOCATION:Historic Hudson Valley\, 639 Bedford Road\, Tarrytown\, 10591\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/poe-event-slider-1.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T160000
DTEND;TZID=America/New_York:20261016T171500
DTSTAMP:20260924T165418Z
CREATED:20260924T162713Z
LAST-MODIFIED:20260924T165418Z
UID:10020982-1792166400-1792170900@visitsleepyhollow.com
SUMMARY:The Lady in White
DESCRIPTION:An immersive ghost story tour at the Armour-Stiner Octagon House\, Irvington\, NY \nSome ghost stories are told about a house. This one is performed inside it. In The Lady in White\, guests move through the rooms of the Octagon House as a story written by one of the home’s own residents plays out around them. It’s based on a 1956 tale by Carl Carmer\, the American author and folklorist who lived in the house for thirty years. The story follows a young woman who lost her love when their steamboat went down on the Hudson River\, and whose spirit is said to still wait along its shores. Her mother is part of the story too\, still searching and never learning what became of her daughter. The result is a 75-minute experience that blends local legend\, live storytelling\, and the real rooms where the tale was imagined. \nAfter the performance\, guests can visit Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. With objects ranging from ancient artifacts to contemporary works\, it explores how earlier generations dealt with death through art\, ritual\, remembrance\, and spiritual practice. \nA seasonal favorite at the house\, it’s a fitting stop on any October outing in Sleepy Hollow Country. Once you’ve seen it\, read the full story behind the legend in Ghosts of the Octagon House. \nDetails: Performances run for three weekends\, October 16 through November 1: Fridays and Saturdays (October 16–17\, 23–24\, and 30–31) at 4:00 pm and 5:45 pm\, and Sundays (October 18\, October 25\, and November 1) at 2:30 pm and 4:30 pm. Tickets are $58 per person and required for every guest. Because the tour often touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early. Book at armourstiner.com. The house is at 45 West Clinton Avenue\, Irvington\, NY.
URL:https://visitsleepyhollow.com/event/the-lady-in-white-ghost-tour/2026-10-16/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/LIW_Event-Calendar.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T170000
DTEND;TZID=America/New_York:20261016T193000
DTSTAMP:20260916T170056Z
CREATED:20260916T165857Z
LAST-MODIFIED:20260916T170056Z
UID:10020460-1792170000-1792179000@visitsleepyhollow.com
SUMMARY:Disney's Legend of Sleepy Hollow & The Corpse Bride
DESCRIPTION:A family-friendly addition to Sleepy Hollow Cinema’s Home for Horror Series.: Disney’s The Legend of Sleepy Hollow (1949\, 34 min.) followed by The Corpse Bride (2005\, 77min.) PG \nTHE LEGEND OF SLEEPY HOLLOW – The Walt Disney Studios’ animated adaptation of Washington Irving’s tale — narrated and sung by Bing Crosby — remains one of the most enduring pieces of Sleepy Hollow storytelling ever made. In just 34 minutes\, it captures Ichabod Crane’s arrival in the Hudson Valley\, his rivalry with Brom Bones\, and the fateful ride through the woods. Originally released as half of The Adventures of Ichabod and Mr. Toad\, this short precedes select family features throughout the series. This one is home movies for us — we’re proud to open our screenings with it. \nTHE CORPSE BRIDE – Tim Burton and Mike Johnson’s Victorian-gothic stop-motion romance follows Victor\, a nervous groom-to-be who accidentally weds a mysterious dead woman while practicing his vows in the forest. Whisked into the vibrant\, jazz-hued Land of the Dead\, he must find a way back to the living — and to his intended bride — without breaking his accidental promise. Voice work by Johnny Depp\, Helena Bonham Carter\, and Emily Watson anchors a story that is more melancholy than macabre. Family-friendly and beautifully strange.
URL:https://visitsleepyhollow.com/event/disneys-legend-of-sleepy-hollow-the-corpse-bride/
LOCATION:Lyceum Club\, 1 Central Avenue\, Tarrytown\, 10591\, United States
CATEGORIES:Film
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/disney-corpse-bridge.jpeg
ORGANIZER;CN="Sleepy Hollow Cinema":MAILTO:press@sleepyhollowcinema.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T170000
DTEND;TZID=America/New_York:20261016T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019974-1792170000-1792184400@visitsleepyhollow.com
SUMMARY:Irving’s Legend at Sunnyside
DESCRIPTION:Hear the Legend told on Washington Irving’s own lawn.\nWashington Irving is buried a few miles up the road. Every October\, his most famous story comes back to the house where he spent his last twenty years — performed outdoors\, after dark\, on the grounds of Sunnyside. \nMaster storyteller Jonathan Kruk has been doing this for decades\, and he doesn’t recite the tale so much as inhabit it. He plays all of them: the gangly\, superstitious Ichabod Crane; the coquettish Katrina Van Tassel; swaggering Brom Bones. Jim Keyes supplies live organ music and sound effects\, and a cast of shadowy figures moves at the edge of the lantern light. Then the hoofbeats start. \nThere’s no stage\, no screen\, and no jump-scare gimmickry — just Irving’s nineteenth-century prose\, a good storyteller\, and the sound of the Hudson somewhere below you in the dark. Fifty-five minutes later you’ll understand why this one sells out every single year. \nKnow before you go\n\nWhere: Washington Irving’s Sunnyside\, 3 W Sunnyside Lane\, Irvington\, NY 10533\nWhen: Fridays–Sundays\, October 2–31. Most nights offer two or three performance times between 5 and 9 pm.\nRun time: About 55 minutes\nTickets: From $40; Historic Hudson Valley members save 15%. Advance tickets only — nothing is sold at the gate\, and dates sell out well before Halloween.\nAges: Recommended for 10 and up. It’s family-friendly\, but the period language\, the length\, and the low-light outdoor setting are a lot for younger kids.\nTerrain: Seated outdoor performance with some walking over uneven ground. Dress for a cold night by the river.\n\nTickets and full schedule: hudsonvalley.org or 914-366-6900 \nPresented by Historic Hudson Valley. \nMultiple performances per evening\, see organizer’s website for actual times.
URL:https://visitsleepyhollow.com/event/irvings-legend-at-sunnyside-14/2026-10-16/
LOCATION:Sunnyside\, 3 W Sunnyside Lane\, Irvington\, 10533\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/legend66-1000x542-1.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T174500
DTEND;TZID=America/New_York:20261016T190000
DTSTAMP:20260924T165527Z
CREATED:20260924T165527Z
LAST-MODIFIED:20260924T165527Z
UID:10020994-1792172700-1792177200@visitsleepyhollow.com
SUMMARY:The Lady in White
DESCRIPTION:An immersive ghost story tour at the Armour-Stiner Octagon House\, Irvington\, NY \nSome ghost stories are told about a house. This one is performed inside it. In The Lady in White\, guests move through the rooms of the Octagon House as a story written by one of the home’s own residents plays out around them. It’s based on a 1956 tale by Carl Carmer\, the American author and folklorist who lived in the house for thirty years. The story follows a young woman who lost her love when their steamboat went down on the Hudson River\, and whose spirit is said to still wait along its shores. Her mother is part of the story too\, still searching and never learning what became of her daughter. The result is a 75-minute experience that blends local legend\, live storytelling\, and the real rooms where the tale was imagined. \nAfter the performance\, guests can visit Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. With objects ranging from ancient artifacts to contemporary works\, it explores how earlier generations dealt with death through art\, ritual\, remembrance\, and spiritual practice. \nA seasonal favorite at the house\, it’s a fitting stop on any October outing in Sleepy Hollow Country. Once you’ve seen it\, read the full story behind the legend in Ghosts of the Octagon House. \nDetails: Performances run for three weekends\, October 16 through November 1: Fridays and Saturdays (October 16–17\, 23–24\, and 30–31) at 4:00 pm and 5:45 pm\, and Sundays (October 18\, October 25\, and November 1) at 2:30 pm and 4:30 pm. Tickets are $58 per person and required for every guest. Because the tour often touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early. Book at armourstiner.com. The house is at 45 West Clinton Avenue\, Irvington\, NY.
URL:https://visitsleepyhollow.com/event/the-lady-in-white/2026-10-16/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/LIW_Event-Calendar.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T180000
DTEND;TZID=America/New_York:20261016T210000
DTSTAMP:20260817T205449Z
CREATED:20260817T192321Z
LAST-MODIFIED:20260817T205449Z
UID:10020245-1792173600-1792184400@visitsleepyhollow.com
SUMMARY:Masque of the Red Death at Lyndhurst
DESCRIPTION:This October\, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero\, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room to room with delight and dread as the story of the doomed revelers unfolds around you. \nPerformed and produced by the Irvington Shakespeare Company\, this feverish masquerade unfolds over an evening inside one of the Hudson Valley’s great Gothic Revival houses — a fitting stage for Poe\, and a perfect one for Halloween. \nKnow before you go: \n\nGeneral admission $45 + service fees; recommended for ages 12 and up\nSelect evenings\, October 15–30\, 6:00–9:00 PM — choose your date and entry time when you book\nAn immersive\, walk-through experience involving long periods of standing and stairs; the mansion has no elevator\nArrive 15 minutes early; check in at the Welcome Center (accessible restroom available)\nNo large bags\, backpacks\, or strollers in the mansion\nTickets are non-refundable; performances do sell out\nFor group or special-needs reservations\, call 914-303-6844 in advance\n\nWhy this is a must for Sleepy Hollow visitors: Poe and the Hudson Valley’s Gothic imagination go hand in hand\, and there are few better settings for his most feverish tale than a candlelit Lyndhurst after dark. Make an evening of it and see what else fills Halloween season in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/masque-of-the-red-death-at-lyndhurst/2026-10-16/
LOCATION:Lyndhurst\, 635 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/08/The-Masque-of-the-Red-Death-Color_1920x890_acf_cropped.png
ORGANIZER;CN="Irvington Shakespeare Company":MAILTO:info@irvshakespeare.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T180000
DTEND;TZID=America/New_York:20261016T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020062-1792173600-1792186200@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-16/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T183000
DTEND;TZID=America/New_York:20261016T210000
DTSTAMP:20260803T183839Z
CREATED:20260803T183839Z
LAST-MODIFIED:20260803T183839Z
UID:10019932-1792175400-1792184400@visitsleepyhollow.com
SUMMARY:Twilight Village at Sleepy Hollow
DESCRIPTION:Where the Legend Lives After Dark! Mix and mingle with storytellers\, fire performers\, and iconic Legends. Enjoy a roving brass band\, a pop-up evening market\, and much more.\nExpanded experiences\, more characters\, and new performances make Twilight Village a must-visit destination for all ages in the Hudson Valley’s most legendary Halloween town. \nAs evening settles over Philipsburg Manor\, channel the spirit of Irving’s famously creepy tale at this immersive outdoor experience with live storytellers\, fire performers\, and eerie encounters around every corner. Mingle with Legend icons Ichabod Crane and Katrina Van Tassel\, wander through a pop-up market with curious goods\, oddities\, and handmade wares\, and grab delicious bites from food trucks while sipping cocktails and mocktails. \n\n\n\n\n\n\nThroughout the evening\, a roving band fills the air with music\, fortune tellers offer glimpses into your future\, and the Headless Horseman makes a dramatic appearance in a sound-and-light spectacle that recreates his midnight ride. \n\n\n\n\n\n\nTarot readings are available in limited quantities on a first-come\, first-served basis. Food and beverages available for additional purchase.  \n\n\n\nRECOMMENDED FOR ALL AGES \nAdvance Tickets Only. Not Sold on Site.\nOctober 2 & 46:30-8pm \nOctober 3\, 9-11\, 16-186:30-9pm \nOct. 23-25\, 30-316-9pm
URL:https://visitsleepyhollow.com/event/twilight-village-at-sleepy-hollow-7/2026-10-16/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Markets,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/twilight-village-6.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T190000
DTEND;TZID=America/New_York:20261016T230000
DTSTAMP:20260902T175335Z
CREATED:20260701T163423Z
LAST-MODIFIED:20260902T175335Z
UID:10019841-1792177200-1792191600@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Haunted Hayride
DESCRIPTION:Climb aboard the Sleepy Hollow Haunted Hayride and hold on to your head! All seems well when you board your hay wagon in the brightly lit streets of downtown Sleepy Hollow. The journey begins innocently enough. Rumbling off into the dark you realize too late you are heading down the Albany Post Road\, past the millpond at Philipsburg Manor — the very spot where Ichabod Crane once sauntered with a “bevy” of country damsels in Washington Irving’s tale — and on past the Old Dutch Church\, following exactly Ichabod’s flight from the Headless Horseman. Then you’re through a set of iron gates and the wagon slips into the dark woods of the hollow. Clattering across a wooden bridge\, you start to hear shrieks and the sound of hoofbeats . . . \nOne of the most anticipated events of Sleepy Hollow’s peak October season\, the hayride itself isn’t terribly scary — but the wait in line can be! That’s why there’s a free block party on Beekman Avenue both nights to keep you entertained before your hair-raising ride through the real Sleepy Hollow. If you keep your head\, you’re welcome to come back for more live music\, entertainment\, family activities and vendors! \nTicket sales are online only. Tickets to the Sleepy Hollow Haunted Hayride are timed entry and specific to either Friday or Saturday night. \n2026 dates: October 16 and 17. Block party begins at 5 pm\, hayride begins at 7 pm. \nFor information: https://www.sleepyhollowny.gov\, Village of Sleepy Hollow Recreation Department\, 914-366-5109 \nFor tickets: Secure your spot early! Tickets sell fast for this popular Halloween event. TICKETS GO ON SALE SEPTEMBER 4 AT 9 AM THROUGH THE VILLAGE WEBSITE https://www.sleepyhollowny.gov
URL:https://visitsleepyhollow.com/event/sleepy-hollow-haunted-hayride-6/2026-10-16/
LOCATION:Sleepy Hollow Village Hall\, 28 Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Hayrides & Haunted Houses,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2020/08/hayride-It-2-scaled.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T191500
DTEND;TZID=America/New_York:20261016T201500
DTSTAMP:20260902T160940Z
CREATED:20260901T204049Z
LAST-MODIFIED:20260902T160940Z
UID:10020298-1792178100-1792181700@visitsleepyhollow.com
SUMMARY:Mary Shelley's Frankenstein
DESCRIPTION:Shelley’s classic tale of man and monster comes to life! Think you know the story? Think again. Come enjoy this Gothic tale of hubris\, vengeance\, and poetic justice adapted from the original text and celebrate the monster within! \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Friday\, October 16\, 2026\nTimes: 7:15–8:15 p.m. or 9:15–10:15 p.m. (two seatings)\nLocation: Washington Irving Memorial Chapel\, 540 North Broadway\, Sleepy Hollow\, NY 10591\nAges: 12+ \n\nFrankenstein is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Dracula\, Jekyll & Hyde\, and The Time Machine; step into an interactive Murder Mystery inspired by Washington Irving’s most famous tale; sip Champagne Cocktails with the Dead among the cemetery’s grandest mausoleums; paint your own Headless Horseman alongside artist Heather Gleason; and toast the eccentric poet Francis Saltus Saltus at his graveside. See the full lineup and reserve your seats at sleepyhollowcemetery.org/special-events.
URL:https://visitsleepyhollow.com/event/mary-shelley-frankenstein/2026-10-16/1/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/Mary-shelleys-frankenstein.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T193000
DTEND;TZID=America/New_York:20261016T210000
DTSTAMP:20260812T194639Z
CREATED:20260812T194639Z
LAST-MODIFIED:20260812T194639Z
UID:10020230-1792179000-1792184400@visitsleepyhollow.com
SUMMARY:Peek-a-Boo (An Immersive Hudson Valley Haunt)
DESCRIPTION:Back by popular demand\, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt)\, now with new secret scenes to keep patrons coming back for more. \nWritten by Meghan Covington and directed by Jessica Irons\, Peek-A-Boo is inspired by the real Peek-a-Boo flats of Tarrytown\, NY as well as popular historical figures from the Hudson Valley Region. The Peek-a-Boo\, a popular yet controversial club located on Wildey Street in Tarrytown in the early 20th century\, was often criticized by local residents. Yet\, the flats never had a shortage of customers. \nIn this production\, patrons are invited to go back in time to the Peek-a-Boo (Bethany Arts Community) and attend a 1920’s style vaudeville/burlesque show. There they can drink the potions\, delight in the dancers\, and let their senses run wild. Once they are spellbound\, patrons can then follow characters such as Hulda the Witch\, John Andre\, and Sadie the Goat on their journeys throughout the Peek-a-boo\, learning dark secrets and scandalous confessions. Scary storytelling and immersive theatre combine to make this show the perfect Halloween experience for Hudson Valley residents and tourists alike. \n\n\n\n\n\nPatrons should note that this production is intended for mature audiences only. 
URL:https://visitsleepyhollow.com/event/peek-a-boo-an-immersive-hudson-valley-haunt-3/2026-10-16/
LOCATION:Bethany Arts Community\, 40 Somerstown Road\, Ossining\, NY\, 10562\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/PeekaBoo_101424_riversedge-THG-33.jpg
ORGANIZER;CN="River's Edge Theatre Company":MAILTO:riversedgetheatreco@gmail.com
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T193000
DTEND;TZID=America/New_York:20261016T210000
DTSTAMP:20260908T211627Z
CREATED:20260908T211543Z
LAST-MODIFIED:20260908T211627Z
UID:10020435-1792179000-1792184400@visitsleepyhollow.com
SUMMARY:The Magic of Motown
DESCRIPTION:Get ready\, Tarrytown… the music that defined a generation is coming your way! The Magic of Motown takes over the Tarrytown Music Hall on Friday\, October 16th for one unforgettable night of nonstop hits\, energy\, and soul. \nThis electrifying\, critically acclaimed production has wowed audiences across the country\, earning its reputation as “the #1 Motown show in the nation.” From the first note to the final encore\, you’ll be swept into more than two hours of pure Detroit magic. \nSing along to the timeless sounds of The Temptations\, The Jackson Five\, Diana Ross & The Supremes\, Marvin Gaye\, Aretha Franklin\, Smokey Robinson\, and more—brought to life with stunning vocals\, dazzling choreography\, and authentic costumes that capture the spirit of Motown at its peak. \nWhether you’re dancing in your seat or up on your feet\, this is a feel-good\, high-energy experience that will have you smiling\, singing\, and wanting more. \nOne night. Countless hits. Memories that last forever. \nDon’t miss your chance to relive the soundtrack of a generation.
URL:https://visitsleepyhollow.com/event/the-magic-of-motown/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Music
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/Motown_Tarrytownfb.jpeg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T193000
DTEND;TZID=America/New_York:20261016T213000
DTSTAMP:20260903T143412Z
CREATED:20260903T141221Z
LAST-MODIFIED:20260903T143412Z
UID:10020433-1792179000-1792186200@visitsleepyhollow.com
SUMMARY:The Good\, the Bad and the Unusual-Cemetery Tour
DESCRIPTION:Join Sara Mascia and Tara Van Tassell of our local historical society as they share stories of intriguing residents and some of Sleepy Hollow Cemetery’s world-famous inhabitants—and let you guess who counts as good\, bad\, or unusual. You’ll meet locals like poet and eccentric Minna Irving\, chocolatier William Wallace\, and beloved neighbor “Uncle” Washington Irving\, along with notables who became residents only by making Sleepy Hollow their final resting place: industrialist Andrew Carnegie\, labor leader Samuel Gompers\, a whole crop of Alexander Hamiltons\, and many more. \nPlease note one date (October 18th) is a daytime tour\, the rest are evening lantern tours. \nDates & Times: September 25th\, 26th\, October 2nd\, 3rd\, 16th and 18th.
URL:https://visitsleepyhollow.com/event/the-good-the-bad-and-the-unusual-cemetery-tour-3/2026-10-16/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/good-bad-unusual.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261016T193000
DTEND;TZID=America/New_York:20261016T220000
DTSTAMP:20260410T180606Z
CREATED:20260410T174227Z
LAST-MODIFIED:20260410T180606Z
UID:10019344-1792179000-1792188000@visitsleepyhollow.com
SUMMARY:Open Mic Night
DESCRIPTION:Physical and virtual doors open at 7:20 pm for event starting at 7:30 pm. Due to popular demand to participate\, we’ve had to limit the amount of readers to 20. \nAll performers\, whether “in person” or on Zoom\, will be given a 5 minute spot. The “in person” performers at HVWC will perform. The online\, virtual performers will also take their turns. Due to the new zoom technology installed at HVWC both groups will be able to see each other perform. Both groups will have 10 “performer” spots available to them. \nWe will have a virtual audience as well as a live audience! Virtual audience seats are free and unlimited\, as long as you pre-register below. The Zoom link will be sent the day of the event. A limited number of free “in person” audience seats will be available to those who pre-register. There will be no seats available on the night of the Open Mic. You MUST pre-register. \nAll genres welcome — fiction\, non-fiction\, poetry\, music\, comedy\, storytelling\, other. Open Mic will give you an opportunity to share your talents in a nurturing\, comfortable space with some great people.
URL:https://visitsleepyhollow.com/event/open-mic-night/2026-10-16/
LOCATION:Hudson Valley Writers Center\, 300 Riverside Drive\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Storytelling
ATTACH;FMTTYPE=image/avif:https://visitsleepyhollow.com/wp-content/uploads/2026/04/abfe78_392d4084be954f25bea8f26bf8817051mv2.jpg.avif
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END:VCALENDAR