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DTSTART;TZID=America/New_York:20261002T100000
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CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020141-1790935200-1790957700@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-2/2026-10-02/
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:20261002T160000
DTEND;TZID=America/New_York:20261002T171500
DTSTAMP:20260924T122245Z
CREATED:20260924T121256Z
LAST-MODIFIED:20260924T122245Z
UID:10020970-1790956800-1790961300@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more/2026-10-02/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261002T170000
DTEND;TZID=America/New_York:20261002T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019968-1790960400-1790974800@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-14/2026-10-02/
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:20261002T174500
DTEND;TZID=America/New_York:20261002T190000
DTSTAMP:20260924T122139Z
CREATED:20260924T122139Z
LAST-MODIFIED:20260924T122139Z
UID:10020966-1790963100-1790967600@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-2/2026-10-02/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261002T183000
DTEND;TZID=America/New_York:20261002T200000
DTSTAMP:20260803T181935Z
CREATED:20260803T181935Z
LAST-MODIFIED:20260803T181935Z
UID:10019917-1790965800-1790971200@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-5/2026-10-02/
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:20261003T100000
DTEND;TZID=America/New_York:20261003T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020142-1791021600-1791044100@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-2/2026-10-03/
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:20261003T110000
DTEND;TZID=America/New_York:20261003T120000
DTSTAMP:20260811T135347Z
CREATED:20260811T131359Z
LAST-MODIFIED:20260811T135347Z
UID:10020212-1791025200-1791028800@visitsleepyhollow.com
SUMMARY:Ghost Tours of Tarrytown Music Hall
DESCRIPTION:Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. \nThe Tarrytown Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers\, Goulds and Vanderbilts gathered at the Music Hall to participate in its lavish balls\, flower shows and concerts. Since then\, the Music Hall has been a reflection of the human spirit\, mirroring the current events of the town and the rest of the world. In addition to Presidents’ speeches\, it has hosted women’s suffrage rallies and endured several wars\, depressions and pandemics including those of 1918 and 2019. It is a vessel through which many people pass. And some don’t leave . . . \nThe building is an official site of the Haunted History Trail of New York. Gotham Paranormal Research Society has investigated the Music Hall several times and has consistently detected paranormal activity including intriguing EVP (electronic voice phenomena) audio files and EMF (electromagnetic field) readings. \nThe 45-minute tour kicks off in the theater lobby and does include climbing stairs and extended periods of standing. Times vary by date. \n2026 Dates: October 3\, 4\, 10\, 11\, 17\, 18. \nMake a night of it\nThe Music Hall’s ghost tours land right in the heart of Halloween in Sleepy Hollow Country. Pair yours with dinner at one of Tarrytown’s restaurants a short walk away\, or check what else is on the Hall’s stage that weekend at Tarrytown Music Hall Performances.
URL:https://visitsleepyhollow.com/event/ghost-tours-of-tarrytown-music-hall-4/2026-10-03/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Historic House Tour,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/GhostTour26fb.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261003T160000
DTEND;TZID=America/New_York:20261003T171500
DTSTAMP:20260924T122245Z
CREATED:20260924T121256Z
LAST-MODIFIED:20260924T122245Z
UID:10020971-1791043200-1791047700@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more/2026-10-03/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261003T170000
DTEND;TZID=America/New_York:20261003T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019969-1791046800-1791061200@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-14/2026-10-03/
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:20261003T174500
DTEND;TZID=America/New_York:20261003T190000
DTSTAMP:20260924T122139Z
CREATED:20260924T122139Z
LAST-MODIFIED:20260924T122139Z
UID:10020967-1791049500-1791054000@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-2/2026-10-03/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261003T183000
DTEND;TZID=America/New_York:20261003T210000
DTSTAMP:20260803T183839Z
CREATED:20260803T183839Z
LAST-MODIFIED:20260803T183839Z
UID:10019928-1791052200-1791061200@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-7/2026-10-03/
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:20261004T100000
DTEND;TZID=America/New_York:20261004T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020143-1791108000-1791130500@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-2/2026-10-04/
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:20261004T110000
DTEND;TZID=America/New_York:20261004T120000
DTSTAMP:20260811T135347Z
CREATED:20260811T131359Z
LAST-MODIFIED:20260811T135347Z
UID:10020213-1791111600-1791115200@visitsleepyhollow.com
SUMMARY:Ghost Tours of Tarrytown Music Hall
DESCRIPTION:Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. \nThe Tarrytown Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers\, Goulds and Vanderbilts gathered at the Music Hall to participate in its lavish balls\, flower shows and concerts. Since then\, the Music Hall has been a reflection of the human spirit\, mirroring the current events of the town and the rest of the world. In addition to Presidents’ speeches\, it has hosted women’s suffrage rallies and endured several wars\, depressions and pandemics including those of 1918 and 2019. It is a vessel through which many people pass. And some don’t leave . . . \nThe building is an official site of the Haunted History Trail of New York. Gotham Paranormal Research Society has investigated the Music Hall several times and has consistently detected paranormal activity including intriguing EVP (electronic voice phenomena) audio files and EMF (electromagnetic field) readings. \nThe 45-minute tour kicks off in the theater lobby and does include climbing stairs and extended periods of standing. Times vary by date. \n2026 Dates: October 3\, 4\, 10\, 11\, 17\, 18. \nMake a night of it\nThe Music Hall’s ghost tours land right in the heart of Halloween in Sleepy Hollow Country. Pair yours with dinner at one of Tarrytown’s restaurants a short walk away\, or check what else is on the Hall’s stage that weekend at Tarrytown Music Hall Performances.
URL:https://visitsleepyhollow.com/event/ghost-tours-of-tarrytown-music-hall-4/2026-10-04/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Historic House Tour,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/GhostTour26fb.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261004T143000
DTEND;TZID=America/New_York:20261004T154500
DTSTAMP:20260924T122715Z
CREATED:20260924T122715Z
LAST-MODIFIED:20260924T122715Z
UID:10020978-1791124200-1791128700@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-3/2026-10-04/1/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261004T163000
DTEND;TZID=America/New_York:20261004T174500
DTSTAMP:20260924T122715Z
CREATED:20260924T122715Z
LAST-MODIFIED:20260924T122715Z
UID:10020979-1791131400-1791135900@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-3/2026-10-04/2/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261004T170000
DTEND;TZID=America/New_York:20261004T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019970-1791133200-1791147600@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-14/2026-10-04/
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:20261004T183000
DTEND;TZID=America/New_York:20261004T200000
DTSTAMP:20260803T181935Z
CREATED:20260803T181935Z
LAST-MODIFIED:20260803T181935Z
UID:10019918-1791138600-1791144000@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-5/2026-10-04/
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:20261009T100000
DTEND;TZID=America/New_York:20261009T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020144-1791540000-1791562500@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-2/2026-10-09/
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:20261009T160000
DTEND;TZID=America/New_York:20261009T171500
DTSTAMP:20260924T122245Z
CREATED:20260924T121256Z
LAST-MODIFIED:20260924T122245Z
UID:10020972-1791561600-1791566100@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more/2026-10-09/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261009T170000
DTEND;TZID=America/New_York:20261009T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019971-1791565200-1791579600@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-14/2026-10-09/
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:20261009T174500
DTEND;TZID=America/New_York:20261009T190000
DTSTAMP:20260924T122139Z
CREATED:20260924T122139Z
LAST-MODIFIED:20260924T122139Z
UID:10020968-1791567900-1791572400@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-2/2026-10-09/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261009T183000
DTEND;TZID=America/New_York:20261009T210000
DTSTAMP:20260803T183839Z
CREATED:20260803T183839Z
LAST-MODIFIED:20260803T183839Z
UID:10019929-1791570600-1791579600@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-7/2026-10-09/
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:20261009T191500
DTEND;TZID=America/New_York:20261009T201500
DTSTAMP:20260902T190506Z
CREATED:20260901T185123Z
LAST-MODIFIED:20260902T190506Z
UID:10020294-1791573300-1791576900@visitsleepyhollow.com
SUMMARY:H. G. Wells The Time Machine
DESCRIPTION:Join The Time Traveller as he recounts his epic journey into the distant future in this adaptation of H.G. Wells’ classic novel\, performed by David Neilsen. \nIs his tale of Eloi\, Morlocks\, and a world both pristine and dangerous a figment of his imagination — or an ominous glimpse into our own dystopian future? Visit the end of civilization as we know it at this atmospheric indoor performance held in the historic Washington Irving Memorial Chapel. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Friday\, October 9\, 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\nThe Time Machine is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Dracula\, Frankenstein\, and Jekyll & Hyde; 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/h-g-wells-the-time-machine/2026-10-09/1/
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/2026/08/Time-Machine-3.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261009T211500
DTEND;TZID=America/New_York:20261009T221500
DTSTAMP:20260902T190506Z
CREATED:20260901T185123Z
LAST-MODIFIED:20260902T190506Z
UID:10020295-1791580500-1791584100@visitsleepyhollow.com
SUMMARY:H. G. Wells The Time Machine
DESCRIPTION:Join The Time Traveller as he recounts his epic journey into the distant future in this adaptation of H.G. Wells’ classic novel\, performed by David Neilsen. \nIs his tale of Eloi\, Morlocks\, and a world both pristine and dangerous a figment of his imagination — or an ominous glimpse into our own dystopian future? Visit the end of civilization as we know it at this atmospheric indoor performance held in the historic Washington Irving Memorial Chapel. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Friday\, October 9\, 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\nThe Time Machine is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Dracula\, Frankenstein\, and Jekyll & Hyde; 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/h-g-wells-the-time-machine/2026-10-09/2/
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/2026/08/Time-Machine-3.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T100000
DTEND;TZID=America/New_York:20261010T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020145-1791626400-1791648900@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-2/2026-10-10/
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:20261010T110000
DTEND;TZID=America/New_York:20261010T120000
DTSTAMP:20260811T135347Z
CREATED:20260811T131359Z
LAST-MODIFIED:20260811T135347Z
UID:10020214-1791630000-1791633600@visitsleepyhollow.com
SUMMARY:Ghost Tours of Tarrytown Music Hall
DESCRIPTION:Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. \nThe Tarrytown Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers\, Goulds and Vanderbilts gathered at the Music Hall to participate in its lavish balls\, flower shows and concerts. Since then\, the Music Hall has been a reflection of the human spirit\, mirroring the current events of the town and the rest of the world. In addition to Presidents’ speeches\, it has hosted women’s suffrage rallies and endured several wars\, depressions and pandemics including those of 1918 and 2019. It is a vessel through which many people pass. And some don’t leave . . . \nThe building is an official site of the Haunted History Trail of New York. Gotham Paranormal Research Society has investigated the Music Hall several times and has consistently detected paranormal activity including intriguing EVP (electronic voice phenomena) audio files and EMF (electromagnetic field) readings. \nThe 45-minute tour kicks off in the theater lobby and does include climbing stairs and extended periods of standing. Times vary by date. \n2026 Dates: October 3\, 4\, 10\, 11\, 17\, 18. \nMake a night of it\nThe Music Hall’s ghost tours land right in the heart of Halloween in Sleepy Hollow Country. Pair yours with dinner at one of Tarrytown’s restaurants a short walk away\, or check what else is on the Hall’s stage that weekend at Tarrytown Music Hall Performances.
URL:https://visitsleepyhollow.com/event/ghost-tours-of-tarrytown-music-hall-4/2026-10-10/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Historic House Tour,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/GhostTour26fb.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T160000
DTEND;TZID=America/New_York:20261010T171500
DTSTAMP:20260924T122245Z
CREATED:20260924T121256Z
LAST-MODIFIED:20260924T122245Z
UID:10020973-1791648000-1791652500@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more/2026-10-10/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T170000
DTEND;TZID=America/New_York:20261010T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019972-1791651600-1791666000@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-14/2026-10-10/
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:20261010T174500
DTEND;TZID=America/New_York:20261010T190000
DTSTAMP:20260924T122139Z
CREATED:20260924T122139Z
LAST-MODIFIED:20260924T122139Z
UID:10020969-1791654300-1791658800@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \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. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, 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.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-2/2026-10-10/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261010T183000
DTEND;TZID=America/New_York:20261010T193000
DTSTAMP:20260902T161136Z
CREATED:20260901T191402Z
LAST-MODIFIED:20260902T161136Z
UID:10020296-1791657000-1791660600@visitsleepyhollow.com
SUMMARY:Dr. Jekyll and Mr. Hyde
DESCRIPTION:The Strange Case of Dr. Jekyll and Mr. Hyde \nOne man\, two natures. \nThe brilliant Dr. Henry Jekyll is convinced that the evil in man is a quality that can be stripped away from his soul. But when he experiments upon himself to prove his point\, he gives that evil a chance to roam free as his alter ego\, Edward Hyde. Soon\, he is metamorphing between one persona and another\, struggling with himself for supremacy\, and performing all manner of terrible acts on the world at large. \nJekyll and Hyde is the classic tale of good vs. evil; a chilling\, cautionary story of unimaginable hubris and unintentional consequences. Join storyteller David Neilsen for an unforgettable dramatic reading of Robert Louis Stevenson’s gothic masterpiece. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Saturday\, October 10\, 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\nThe Strange Case of Dr. Jekyll and Mr. Hyde is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Dracula\, Frankenstein\, 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/dr-jekyll-and-mr-hyde/2026-10-10/1/
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/2025/09/Dr_Jekyll_and_Mr_Hyde_poster_edit2.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
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END:VCALENDAR