BEGIN:VCALENDAR
VERSION:2.0
PRODID:-//Visit Sleepy Hollow - ECPv6.18.2//NONSGML v1.0//EN
CALSCALE:GREGORIAN
METHOD:PUBLISH
X-ORIGINAL-URL:https://visitsleepyhollow.com
X-WR-CALDESC:Events for Visit Sleepy Hollow
REFRESH-INTERVAL;VALUE=DURATION:PT1H
X-Robots-Tag:noindex
X-PUBLISHED-TTL:PT1H
BEGIN:VTIMEZONE
TZID:America/New_York
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20250309T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20251102T060000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20260308T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20261101T060000
END:STANDARD
BEGIN:DAYLIGHT
TZOFFSETFROM:-0500
TZOFFSETTO:-0400
TZNAME:EDT
DTSTART:20270314T070000
END:DAYLIGHT
BEGIN:STANDARD
TZOFFSETFROM:-0400
TZOFFSETTO:-0500
TZNAME:EST
DTSTART:20271107T060000
END:STANDARD
END:VTIMEZONE
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261031T180000
DTEND;TZID=America/New_York:20261031T210000
DTSTAMP:20260803T183617Z
CREATED:20260803T183617Z
LAST-MODIFIED:20260803T183617Z
UID:10019925-1793469600-1793480400@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-6/2026-10-31/
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:20261031T180000
DTEND;TZID=America/New_York:20261031T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020174-1793469600-1793473200@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-31/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261031T174500
DTEND;TZID=America/New_York:20261031T190000
DTSTAMP:20260924T165527Z
CREATED:20260924T165527Z
LAST-MODIFIED:20260924T165527Z
UID:10020999-1793468700-1793473200@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/2026-10-31/
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:20261031T170000
DTEND;TZID=America/New_York:20261031T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019981-1793466000-1793480400@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-14/2026-10-31/
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:20261031T160000
DTEND;TZID=America/New_York:20261031T171500
DTSTAMP:20260924T165418Z
CREATED:20260924T162713Z
LAST-MODIFIED:20260924T165418Z
UID:10020987-1793462400-1793466900@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/2026-10-31/
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:20261031T100000
DTEND;TZID=America/New_York:20261031T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020154-1793440800-1793463300@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-2/2026-10-31/
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:20261030T180000
DTEND;TZID=America/New_York:20261030T210000
DTSTAMP:20260803T183617Z
CREATED:20260803T183617Z
LAST-MODIFIED:20260803T183617Z
UID:10019924-1793383200-1793394000@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-6/2026-10-30/
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:20261030T180000
DTEND;TZID=America/New_York:20261030T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020173-1793383200-1793386800@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-30/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261030T174500
DTEND;TZID=America/New_York:20261030T190000
DTSTAMP:20260924T165527Z
CREATED:20260924T165527Z
LAST-MODIFIED:20260924T165527Z
UID:10020998-1793382300-1793386800@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/2026-10-30/
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:20261030T170000
DTEND;TZID=America/New_York:20261030T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019980-1793379600-1793394000@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-14/2026-10-30/
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:20261030T160000
DTEND;TZID=America/New_York:20261030T171500
DTSTAMP:20260924T165418Z
CREATED:20260924T162713Z
LAST-MODIFIED:20260924T165418Z
UID:10020986-1793376000-1793380500@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/2026-10-30/
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:20261030T100000
DTEND;TZID=America/New_York:20261030T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020153-1793354400-1793376900@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-2/2026-10-30/
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:20261029T180000
DTEND;TZID=America/New_York:20261029T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020172-1793296800-1793300400@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-29/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T190000
DTEND;TZID=America/New_York:20261025T200000
DTSTAMP:20260910T173905Z
CREATED:20260910T173905Z
LAST-MODIFIED:20260910T173905Z
UID:10020448-1792954800-1792958400@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow at Old Dutch Church
DESCRIPTION:Don’t miss your chance to experience “The Legend of Sleepy Hollow” in the heart of Sleepy Hollow! On October 10\, 11\, 17\, 18\, 24\, and 25 at 7 p.m.\, the historic Old Dutch Church becomes the perfect stage for Washington Irving’s haunting tale. With glowing lanterns and spellbinding performances\, you’ll encounter iconic characters like Ichabod Crane and the Headless Horseman in a setting that feels straight out of the legend itself. In fact it is! This is the very church and churchyard where Ichabod lost his race with the horseman. \nThis special event is not just about entertainment. All ticket proceeds will go toward replacing the roof of the Old Dutch Church\, ensuring that this treasured landmark continues to stand strong for generations to come. Your attendance helps preserve a key piece of our community’s history. \nWith this limited time event\, 6-nights only\, tickets will go fast—secure your spot and be part of this unique event!
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-at-old-dutch-church-3/2026-10-25/
LOCATION:Old Dutch Church\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Storytelling
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/09/2026-Legend-of-Sleepy-Hollow-Show.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T180000
DTEND;TZID=America/New_York:20261025T210000
DTSTAMP:20260803T183617Z
CREATED:20260803T183617Z
LAST-MODIFIED:20260803T183617Z
UID:10019923-1792951200-1792962000@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-6/2026-10-25/
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:20261025T180000
DTEND;TZID=America/New_York:20261025T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020171-1792951200-1792954800@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-25/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T170000
DTEND;TZID=America/New_York:20261025T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019979-1792947600-1792962000@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-14/2026-10-25/
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:20261025T163000
DTEND;TZID=America/New_York:20261025T174500
DTSTAMP:20260924T175723Z
CREATED:20260924T174655Z
LAST-MODIFIED:20260924T175723Z
UID:10021011-1792945800-1792950300@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-2/2026-10-25/2/
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:20261025T143000
DTEND;TZID=America/New_York:20261025T154500
DTSTAMP:20260924T175723Z
CREATED:20260924T174655Z
LAST-MODIFIED:20260924T175723Z
UID:10021008-1792938600-1792943100@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-2/2026-10-25/1/
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:20261025T133000
DTEND;TZID=America/New_York:20261025T151500
DTSTAMP:20260930T201352Z
CREATED:20260930T192857Z
LAST-MODIFIED:20260930T201352Z
UID:10021014-1792935000-1792941300@visitsleepyhollow.com
SUMMARY:A Very Grimm Story Spooktacular with Adam Gidwitz
DESCRIPTION:The fairy tales you thought you knew are about to get a Grimm makeover—live on stage! This family-friendly event brings the hit podcast Grimm\, Grimmer\, Grimmest to life for an afternoon of storytelling\, laughter\, and spooky season fun. \nJoin award-winning author and host Adam Gidwitz (A Tale Dark & Grimm\, Max in the House of Spies) for an interactive performance featuring two fairytales told like never before. Kids and parents alike will laugh\, gasp\, and help shape the twists and turns of each story! \nCome dressed in costume to get into the spirit of the day! Doors open at 1:00 PM\, with the show beginning promptly at 1:30 PM. \nPlease note: Children aged 12 and under must be accompanied by a parent or guardian.
URL:https://visitsleepyhollow.com/event/a-very-grimm-story-spooktacular-with-adam-gidwitz/
LOCATION:The Ark at the Shames JCC\, 371 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Family,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/The_Ark_GGG_1920x1080-Presentation.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T100000
DTEND;TZID=America/New_York:20261025T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020152-1792922400-1792944900@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-2/2026-10-25/
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:20261024T190000
DTEND;TZID=America/New_York:20261024T200000
DTSTAMP:20260910T173905Z
CREATED:20260910T173905Z
LAST-MODIFIED:20260910T173905Z
UID:10020447-1792868400-1792872000@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow at Old Dutch Church
DESCRIPTION:Don’t miss your chance to experience “The Legend of Sleepy Hollow” in the heart of Sleepy Hollow! On October 10\, 11\, 17\, 18\, 24\, and 25 at 7 p.m.\, the historic Old Dutch Church becomes the perfect stage for Washington Irving’s haunting tale. With glowing lanterns and spellbinding performances\, you’ll encounter iconic characters like Ichabod Crane and the Headless Horseman in a setting that feels straight out of the legend itself. In fact it is! This is the very church and churchyard where Ichabod lost his race with the horseman. \nThis special event is not just about entertainment. All ticket proceeds will go toward replacing the roof of the Old Dutch Church\, ensuring that this treasured landmark continues to stand strong for generations to come. Your attendance helps preserve a key piece of our community’s history. \nWith this limited time event\, 6-nights only\, tickets will go fast—secure your spot and be part of this unique event!
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-at-old-dutch-church-3/2026-10-24/
LOCATION:Old Dutch Church\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Storytelling
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/09/2026-Legend-of-Sleepy-Hollow-Show.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261024T180000
DTEND;TZID=America/New_York:20261024T210000
DTSTAMP:20260803T183617Z
CREATED:20260803T183617Z
LAST-MODIFIED:20260803T183617Z
UID:10019922-1792864800-1792875600@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-6/2026-10-24/
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:20261024T180000
DTEND;TZID=America/New_York:20261024T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020170-1792864800-1792868400@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-24/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261024T174500
DTEND;TZID=America/New_York:20261024T190000
DTSTAMP:20260924T165527Z
CREATED:20260924T165527Z
LAST-MODIFIED:20260924T165527Z
UID:10020997-1792863900-1792868400@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/2026-10-24/
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:20261024T170000
DTEND;TZID=America/New_York:20261024T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019978-1792861200-1792875600@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-14/2026-10-24/
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:20261024T160000
DTEND;TZID=America/New_York:20261024T171500
DTSTAMP:20260924T165418Z
CREATED:20260924T162713Z
LAST-MODIFIED:20260924T165418Z
UID:10020985-1792857600-1792862100@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/2026-10-24/
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:20261024T100000
DTEND;TZID=America/New_York:20261024T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020151-1792836000-1792858500@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-2/2026-10-24/
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:20261023T180000
DTEND;TZID=America/New_York:20261023T210000
DTSTAMP:20260803T183617Z
CREATED:20260803T183617Z
LAST-MODIFIED:20260803T183617Z
UID:10019921-1792778400-1792789200@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-6/2026-10-23/
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:20261023T180000
DTEND;TZID=America/New_York:20261023T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020169-1792778400-1792782000@visitsleepyhollow.com
SUMMARY:The Legend of Sleepy Hollow and Local Lore
DESCRIPTION:Follow a lamplit path to the ruins of Rockwood Hall\, high above the Hudson\, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow’s lesser-known ghost stories — and one very famous one. \nThe program opens with local lore drawn from the preserve’s own ground\, the tales Washington Irving didn’t make famous\, before turning to “The Legend of Sleepy Hollow” itself and the real places behind it. It closes the way it has to: with the Headless Horseman\, mounted\, riding out of the dark. \nDress for a night walk on unpaved park paths in late October. \nNote that Rockwood Hall is the preserve’s western section\, reached from Route 9 — not the main entrance on Route 117. Advance tickets through Eventbrite.
URL:https://visitsleepyhollow.com/event/the-legend-of-sleepy-hollow-and-local-lore/2026-10-23/
LOCATION:Rockwood Hall\, Phelps Way\, Pleasantville\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/rockefeller-horseman.jpeg
ORGANIZER;CN="Friends of the Rockefeller State Park Preserve":MAILTO:friends@friendsrock.org
END:VEVENT
END:VCALENDAR