BEGIN:VCALENDAR
VERSION:2.0
PRODID:-//Visit Sleepy Hollow - ECPv6.18.2//NONSGML v1.0//EN
CALSCALE:GREGORIAN
METHOD:PUBLISH
X-WR-CALNAME:Visit Sleepy Hollow
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:20261020T150000
DTEND;TZID=America/New_York:20261020T160000
DTSTAMP:20261019T142237Z
CREATED:20261018T135234Z
LAST-MODIFIED:20261019T142237Z
UID:10021065-1792508400-1792512000@visitsleepyhollow.com
SUMMARY:The Original Knickerbocker Tour
DESCRIPTION:The Original Knickerbocker Tour: Washington Irving & “The Legend of Sleepy Hollow”\nMeet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You’ll get to know Washington Irving—the man behind the Headless Horseman\, Ichabod Crane\, and Katrina Van Tassel—and discover why the writer who dreamed up “The Legend of Sleepy Hollow” is himself called the Original Knickerbocker. \nYour guide leads you across the storied grounds of this 177-year-old cemetery\, tracing Irving’s lasting mark on American literature and the two-century legacy of the tale that gave this village its name. Along the way you’ll pause at landmarks like the Receiving Vault and the Revolutionary War Memorial\, decode the symbolism hidden in the cemetery’s Victorian statuary and headstones\, and visit the resting place of Irving himself. It’s a fun\, atmospheric way to spend an hour—and the perfect anchor for a day steeped in Sleepy Hollow’s autumn spirit. \nLocation: Sleepy Hollow Cemetery\, South Gate — 430 North Broadway\nParking: Free parking is available inside the gate.\nWhat to expect: This tour covers unpaved\, grassy terrain with a steep hill and some stairs. Comfortable walking shoes or sneakers are strongly recommended. Tours run rain or shine; if a tour is canceled for severe weather\, refunds are issued and cancellations are posted at least one hour beforehand.\nDates: Saturdays and Sundays through Thanksgiving weekend from 1:00-2:00 p.m. and 3:00-4:00 p.m. Weekdays in October from 3:00 – 4:00 p.m. Weekends in October also 11:00 a.m. – 12 noon. \nAdvance tickets required. All tour proceeds support the preservation and restoration of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nLooking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Classic Evening Lantern Tour — This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/the-original-knickerbocker-tour-16/2026-10-20/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/09/chrstina-tour-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
GEO:41.097;-73.8617
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Sleepy Hollow Cemetery South Gate 430 North Broadway Sleepy Hollow NY 10591 United States;X-APPLE-RADIUS=500;X-TITLE=430 North Broadway:geo:-73.8617,41.097
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261020T180000
DTEND;TZID=America/New_York:20261020T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020066-1792519200-1792531800@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-20/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261020T190000
DTEND;TZID=America/New_York:20261020T210000
DTSTAMP:20261019T125233Z
CREATED:20261019T123050Z
LAST-MODIFIED:20261019T125233Z
UID:10021204-1792522800-1792530000@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Cemetery Lantern Tour
DESCRIPTION:Step back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. \nYour guide leads you past the resting places of titans of industry like Andrew Carnegie and William Rockefeller\, and you’ll meet Washington Irving\, whose famous short story gave our village its very name. Along the way\, you’ll visit two-term Chicago Mayor Walter Gurnee\, hear about the figures vital to the success of Wells Fargo and American Express\, and take in the cemetery’s beautiful art\, architecture\, and fascinating symbolism—all illuminated by lantern light. \nIt’s a memorable way to experience Sleepy Hollow after dark\, steeped in the atmosphere that has made this cemetery legendary. \nLocation: Sleepy Hollow Cemetery\, North Gate — 540 North Broadway\nParking: Free parking is available inside the gate. Gates open approximately 30 minutes before start time.\nWhat to expect: This is a two-hour walk covering more than a mile over unpaved roads\, hills\, and stairs—some visitors find the pace challenging\, especially in the dark. Comfortable walking shoes are strongly recommended. Please note the tour begins at the North Gate\, not the South Gate that map apps often show as the main entrance. Tours run rain or shine. \nNote: The Classic Daytime Tour follows this same route with the same content—it simply starts in a different location. Advance tickets required. All proceeds support the preservation of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nPrefer daylight\, or looking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Original Knickerbocker Tour — A one-hour daytime walk focused on Washington Irving\, “The Legend of Sleepy Hollow\,” and why he’s called the Original Knickerbocker.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/sleepy-hollow-cemetery-lantern-tour-33/2026-10-20/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/08/archbold-lantern-2.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261021T113000
DTEND;TZID=America/New_York:20261021T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020941-1792582200-1792598400@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-21/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261021T150000
DTEND;TZID=America/New_York:20261021T160000
DTSTAMP:20261019T142237Z
CREATED:20261018T135234Z
LAST-MODIFIED:20261019T142237Z
UID:10021066-1792594800-1792598400@visitsleepyhollow.com
SUMMARY:The Original Knickerbocker Tour
DESCRIPTION:The Original Knickerbocker Tour: Washington Irving & “The Legend of Sleepy Hollow”\nMeet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You’ll get to know Washington Irving—the man behind the Headless Horseman\, Ichabod Crane\, and Katrina Van Tassel—and discover why the writer who dreamed up “The Legend of Sleepy Hollow” is himself called the Original Knickerbocker. \nYour guide leads you across the storied grounds of this 177-year-old cemetery\, tracing Irving’s lasting mark on American literature and the two-century legacy of the tale that gave this village its name. Along the way you’ll pause at landmarks like the Receiving Vault and the Revolutionary War Memorial\, decode the symbolism hidden in the cemetery’s Victorian statuary and headstones\, and visit the resting place of Irving himself. It’s a fun\, atmospheric way to spend an hour—and the perfect anchor for a day steeped in Sleepy Hollow’s autumn spirit. \nLocation: Sleepy Hollow Cemetery\, South Gate — 430 North Broadway\nParking: Free parking is available inside the gate.\nWhat to expect: This tour covers unpaved\, grassy terrain with a steep hill and some stairs. Comfortable walking shoes or sneakers are strongly recommended. Tours run rain or shine; if a tour is canceled for severe weather\, refunds are issued and cancellations are posted at least one hour beforehand.\nDates: Saturdays and Sundays through Thanksgiving weekend from 1:00-2:00 p.m. and 3:00-4:00 p.m. Weekdays in October from 3:00 – 4:00 p.m. Weekends in October also 11:00 a.m. – 12 noon. \nAdvance tickets required. All tour proceeds support the preservation and restoration of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nLooking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Classic Evening Lantern Tour — This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/the-original-knickerbocker-tour-16/2026-10-21/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/09/chrstina-tour-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
GEO:41.097;-73.8617
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Sleepy Hollow Cemetery South Gate 430 North Broadway Sleepy Hollow NY 10591 United States;X-APPLE-RADIUS=500;X-TITLE=430 North Broadway:geo:-73.8617,41.097
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261021T180000
DTEND;TZID=America/New_York:20261021T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020067-1792605600-1792618200@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-21/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261021T190000
DTEND;TZID=America/New_York:20261021T210000
DTSTAMP:20261019T125233Z
CREATED:20261019T123050Z
LAST-MODIFIED:20261019T125233Z
UID:10021205-1792609200-1792616400@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Cemetery Lantern Tour
DESCRIPTION:Step back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. \nYour guide leads you past the resting places of titans of industry like Andrew Carnegie and William Rockefeller\, and you’ll meet Washington Irving\, whose famous short story gave our village its very name. Along the way\, you’ll visit two-term Chicago Mayor Walter Gurnee\, hear about the figures vital to the success of Wells Fargo and American Express\, and take in the cemetery’s beautiful art\, architecture\, and fascinating symbolism—all illuminated by lantern light. \nIt’s a memorable way to experience Sleepy Hollow after dark\, steeped in the atmosphere that has made this cemetery legendary. \nLocation: Sleepy Hollow Cemetery\, North Gate — 540 North Broadway\nParking: Free parking is available inside the gate. Gates open approximately 30 minutes before start time.\nWhat to expect: This is a two-hour walk covering more than a mile over unpaved roads\, hills\, and stairs—some visitors find the pace challenging\, especially in the dark. Comfortable walking shoes are strongly recommended. Please note the tour begins at the North Gate\, not the South Gate that map apps often show as the main entrance. Tours run rain or shine. \nNote: The Classic Daytime Tour follows this same route with the same content—it simply starts in a different location. Advance tickets required. All proceeds support the preservation of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nPrefer daylight\, or looking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Original Knickerbocker Tour — A one-hour daytime walk focused on Washington Irving\, “The Legend of Sleepy Hollow\,” and why he’s called the Original Knickerbocker.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/sleepy-hollow-cemetery-lantern-tour-33/2026-10-21/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/08/archbold-lantern-2.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T100000
DTEND;TZID=America/New_York:20261022T170000
DTSTAMP:20261019T144749Z
CREATED:20250826T212757Z
LAST-MODIFIED:20261019T144749Z
UID:10020090-1792663200-1792688400@visitsleepyhollow.com
SUMMARY:Glass Pumpkin Patch Fundraiser
DESCRIPTION:The Village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. \nThis festive event will showcase hundreds of whimsical\, vibrantly colored glass pumpkins. These one-of-a-kind works of art will be available for purchase. Proceeds support the Make-A-Wish® Hudson Valley Chapter. Food trucks will be on site. \nFor more information about the artists and the glass pumpkin patches visit https://www.tryglassblowing.com. This is a free event although a parking fee at Kingsland Point Park will apply.
URL:https://visitsleepyhollow.com/event/glass-pumpkin-fundraiser/2026-10-22/
LOCATION:Kingsland Point Park\, 299 Palmer Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Markets,Outdoors
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2022/09/pumpkin10.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T113000
DTEND;TZID=America/New_York:20261022T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020942-1792668600-1792684800@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-22/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T150000
DTEND;TZID=America/New_York:20261022T160000
DTSTAMP:20261019T142237Z
CREATED:20261018T135234Z
LAST-MODIFIED:20261019T142237Z
UID:10021067-1792681200-1792684800@visitsleepyhollow.com
SUMMARY:The Original Knickerbocker Tour
DESCRIPTION:The Original Knickerbocker Tour: Washington Irving & “The Legend of Sleepy Hollow”\nMeet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You’ll get to know Washington Irving—the man behind the Headless Horseman\, Ichabod Crane\, and Katrina Van Tassel—and discover why the writer who dreamed up “The Legend of Sleepy Hollow” is himself called the Original Knickerbocker. \nYour guide leads you across the storied grounds of this 177-year-old cemetery\, tracing Irving’s lasting mark on American literature and the two-century legacy of the tale that gave this village its name. Along the way you’ll pause at landmarks like the Receiving Vault and the Revolutionary War Memorial\, decode the symbolism hidden in the cemetery’s Victorian statuary and headstones\, and visit the resting place of Irving himself. It’s a fun\, atmospheric way to spend an hour—and the perfect anchor for a day steeped in Sleepy Hollow’s autumn spirit. \nLocation: Sleepy Hollow Cemetery\, South Gate — 430 North Broadway\nParking: Free parking is available inside the gate.\nWhat to expect: This tour covers unpaved\, grassy terrain with a steep hill and some stairs. Comfortable walking shoes or sneakers are strongly recommended. Tours run rain or shine; if a tour is canceled for severe weather\, refunds are issued and cancellations are posted at least one hour beforehand.\nDates: Saturdays and Sundays through Thanksgiving weekend from 1:00-2:00 p.m. and 3:00-4:00 p.m. Weekdays in October from 3:00 – 4:00 p.m. Weekends in October also 11:00 a.m. – 12 noon. \nAdvance tickets required. All tour proceeds support the preservation and restoration of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nLooking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Classic Evening Lantern Tour — This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/the-original-knickerbocker-tour-16/2026-10-22/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/09/chrstina-tour-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
GEO:41.097;-73.8617
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Sleepy Hollow Cemetery South Gate 430 North Broadway Sleepy Hollow NY 10591 United States;X-APPLE-RADIUS=500;X-TITLE=430 North Broadway:geo:-73.8617,41.097
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T180000
DTEND;TZID=America/New_York:20261022T190000
DTSTAMP:20260810T194650Z
CREATED:20260810T182600Z
LAST-MODIFIED:20260810T194650Z
UID:10020168-1792692000-1792695600@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/2026-10-22/
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:20261022T180000
DTEND;TZID=America/New_York:20261022T210000
DTSTAMP:20260817T205449Z
CREATED:20260817T192321Z
LAST-MODIFIED:20260817T205449Z
UID:10020247-1792692000-1792702800@visitsleepyhollow.com
SUMMARY:Masque of the Red Death at Lyndhurst
DESCRIPTION:This October\, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero\, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room to room with delight and dread as the story of the doomed revelers unfolds around you. \nPerformed and produced by the Irvington Shakespeare Company\, this feverish masquerade unfolds over an evening inside one of the Hudson Valley’s great Gothic Revival houses — a fitting stage for Poe\, and a perfect one for Halloween. \nKnow before you go: \n\nGeneral admission $45 + service fees; recommended for ages 12 and up\nSelect evenings\, October 15–30\, 6:00–9:00 PM — choose your date and entry time when you book\nAn immersive\, walk-through experience involving long periods of standing and stairs; the mansion has no elevator\nArrive 15 minutes early; check in at the Welcome Center (accessible restroom available)\nNo large bags\, backpacks\, or strollers in the mansion\nTickets are non-refundable; performances do sell out\nFor group or special-needs reservations\, call 914-303-6844 in advance\n\nWhy this is a must for Sleepy Hollow visitors: Poe and the Hudson Valley’s Gothic imagination go hand in hand\, and there are few better settings for his most feverish tale than a candlelit Lyndhurst after dark. Make an evening of it and see what else fills Halloween season in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/masque-of-the-red-death-at-lyndhurst/2026-10-22/
LOCATION:Lyndhurst\, 635 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/08/The-Masque-of-the-Red-Death-Color_1920x890_acf_cropped.png
ORGANIZER;CN="Irvington Shakespeare Company":MAILTO:info@irvshakespeare.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T180000
DTEND;TZID=America/New_York:20261022T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020068-1792692000-1792704600@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-22/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T190000
DTEND;TZID=America/New_York:20261022T210000
DTSTAMP:20260821T203853Z
CREATED:20260821T165005Z
LAST-MODIFIED:20260821T203853Z
UID:10020254-1792695600-1792702800@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Show & Tell
DESCRIPTION:You’re Dead to Me: The EULOGY edition of the Sleepy Hollow Show & Tell\nA weird and wonderful storytelling night returns to Sleepy Hollow! Now in its fifth round\, Sleepy Hollow Show & Tell brings neighbors and strangers together to share cherished objects and the stories behind them\, open-mic style\, in the cozy\, historic setting of the Hudson Valley Writers Center. This installment carries a Eulogy theme: bring a memento tied to someone (or something) you’ve said goodbye to — a beloved pet\, a departed loved one\, a chapter of your own past — along with a five-minute story to share. The theme is loose enough for creative interpretation\, but the object is the heart of it: no show-and-tell is complete without the “show.” \nSpots for storytellers are first-come\, first-served and limited to 15 presenters\, so early reservations are encouraged. Audience members are welcome too — come for an intimate evening of memory\, mirth\, and a little Sleepy Hollow magic. A pop-up shop with books and artisanal goods will also be set up outside in the Shadowbox truck (cash or Venmo).
URL:https://visitsleepyhollow.com/event/sleepy-hollow-show-tell-5/
LOCATION:Hudson Valley Writers Center\, 300 Riverside Drive\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/08/sleepy-hollow-show-tell-5.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T190000
DTEND;TZID=America/New_York:20261022T210000
DTSTAMP:20261019T125233Z
CREATED:20261019T123050Z
LAST-MODIFIED:20261019T125233Z
UID:10021206-1792695600-1792702800@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Cemetery Lantern Tour
DESCRIPTION:Step back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. \nYour guide leads you past the resting places of titans of industry like Andrew Carnegie and William Rockefeller\, and you’ll meet Washington Irving\, whose famous short story gave our village its very name. Along the way\, you’ll visit two-term Chicago Mayor Walter Gurnee\, hear about the figures vital to the success of Wells Fargo and American Express\, and take in the cemetery’s beautiful art\, architecture\, and fascinating symbolism—all illuminated by lantern light. \nIt’s a memorable way to experience Sleepy Hollow after dark\, steeped in the atmosphere that has made this cemetery legendary. \nLocation: Sleepy Hollow Cemetery\, North Gate — 540 North Broadway\nParking: Free parking is available inside the gate. Gates open approximately 30 minutes before start time.\nWhat to expect: This is a two-hour walk covering more than a mile over unpaved roads\, hills\, and stairs—some visitors find the pace challenging\, especially in the dark. Comfortable walking shoes are strongly recommended. Please note the tour begins at the North Gate\, not the South Gate that map apps often show as the main entrance. Tours run rain or shine. \nNote: The Classic Daytime Tour follows this same route with the same content—it simply starts in a different location. Advance tickets required. All proceeds support the preservation of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nPrefer daylight\, or looking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Original Knickerbocker Tour — A one-hour daytime walk focused on Washington Irving\, “The Legend of Sleepy Hollow\,” and why he’s called the Original Knickerbocker.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/sleepy-hollow-cemetery-lantern-tour-33/2026-10-22/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/08/archbold-lantern-2.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T193000
DTEND;TZID=America/New_York:20261022T210000
DTSTAMP:20260812T194639Z
CREATED:20260812T194639Z
LAST-MODIFIED:20260812T194639Z
UID:10020233-1792697400-1792702800@visitsleepyhollow.com
SUMMARY:Peek-a-Boo (An Immersive Hudson Valley Haunt)
DESCRIPTION:Back by popular demand\, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt)\, now with new secret scenes to keep patrons coming back for more. \nWritten by Meghan Covington and directed by Jessica Irons\, Peek-A-Boo is inspired by the real Peek-a-Boo flats of Tarrytown\, NY as well as popular historical figures from the Hudson Valley Region. The Peek-a-Boo\, a popular yet controversial club located on Wildey Street in Tarrytown in the early 20th century\, was often criticized by local residents. Yet\, the flats never had a shortage of customers. \nIn this production\, patrons are invited to go back in time to the Peek-a-Boo (Bethany Arts Community) and attend a 1920’s style vaudeville/burlesque show. There they can drink the potions\, delight in the dancers\, and let their senses run wild. Once they are spellbound\, patrons can then follow characters such as Hulda the Witch\, John Andre\, and Sadie the Goat on their journeys throughout the Peek-a-boo\, learning dark secrets and scandalous confessions. Scary storytelling and immersive theatre combine to make this show the perfect Halloween experience for Hudson Valley residents and tourists alike. \n\n\n\n\n\nPatrons should note that this production is intended for mature audiences only. 
URL:https://visitsleepyhollow.com/event/peek-a-boo-an-immersive-hudson-valley-haunt-3/2026-10-22/
LOCATION:Bethany Arts Community\, 40 Somerstown Road\, Ossining\, NY\, 10562\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/PeekaBoo_101424_riversedge-THG-33.jpg
ORGANIZER;CN="River's Edge Theatre Company":MAILTO:riversedgetheatreco@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T193000
DTEND;TZID=America/New_York:20261022T213000
DTSTAMP:20261019T141841Z
CREATED:20260921T193839Z
LAST-MODIFIED:20261019T141841Z
UID:10020473-1792697400-1792704600@visitsleepyhollow.com
SUMMARY:Murder and Mayhem Walking Tour
DESCRIPTION:The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim\, you just might have nightmares! \nCurious to learn about a family that lost 5 children one terrible afternoon\, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his father before turning the gun on himself\, and a daughter who poisoned her mother? If so\, then this is the tour for you! \nSubject matter is not suitable for children under 18. For the enjoyment of all tour goers\, thank you for respecting this policy. \nDates: October and November\, every Saturday night through Thanksgiving weekend. Thursday nights from September 24th through November 12th. Check individual dates for start times. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nPrefer daylight\, or looking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Classic Evening Lantern Tour — This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/murder-and-mayhem-walking-tour-25/2026-10-22/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/08/foggy-fence-cropped.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261022T200000
DTEND;TZID=America/New_York:20261022T213000
DTSTAMP:20260618T151653Z
CREATED:20260611T172657Z
LAST-MODIFIED:20260618T151653Z
UID:10019793-1792699200-1792704600@visitsleepyhollow.com
SUMMARY:The Musical Box presents …. and then there was PHIL
DESCRIPTION:The Musical Box presents …. and then there was PHIL…The early years of Phil Collins at the helm of Genesis (1976-80) \nFinally\, the fitting show to one of the most impactful artist and performer of our times\, through Genesis’ incredible prog rock repertoire – including some of the band’s early hits such as Follow You Follow me and classic tracks from A Trick of the Tail\, Wind & Wuthering\, And Then there were Three and Duke albums. And a few surprises… \nIn yet its biggest and most daring production\, The Musical Box\, true to its reputation as a time machine\, delivers an authentic live musical experience for hardcore fans and intrigued people alike – a long awaited and well deserved homage to our beloved Phil. \n“They’re not a tribute band\, they’ve taken a period and faithfully reproduced it in the same way that someone would do a theatrical production” – Phil Collins
URL:https://visitsleepyhollow.com/event/the-musical-box-presents-and-then-there-was-phil/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Music
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/06/MusicalBox26PICS3.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T090000
DTEND;TZID=America/New_York:20261023T170000
DTSTAMP:20260814T131612Z
CREATED:20260706T171316Z
LAST-MODIFIED:20260814T131612Z
UID:10019847-1792746000-1792774800@visitsleepyhollow.com
SUMMARY:Gothic Market Weekend at Lyndhurst
DESCRIPTION:Gothic Market Weekend returns to Lyndhurst Mansion in Tarrytown for three days — Friday\, October 23rd through Sunday\, October 25th\, 2026\, from 9am to 5pm. Set against the mansion’s dramatic Gilded Age backdrop\, the market brings together a curated lineup of Hudson Valley vendors selling spooky oddities\, curated antiques\, gothic jewelry\, and witchy wares\, plus seasonal fare in the Harvest Tasting Room at the Welcome Center. \nTickets include timed entry into the historic mansion\, where guests can wander the entrance hall\, reception room\, parlor\, Victorian dining room\, and second-floor art gallery\, all dressed in autumnal decor (last entry at 4pm). Grounds- and market-only passes are also available for those who’d rather skip the house tour. Tickets range from $29 (youth) to $35 (adult)\, with children 5 and under free; note that this event tends to sell out and all sales are final.
URL:https://visitsleepyhollow.com/event/gothic-market-weekend-at-lyndhurst/2026-10-23/
LOCATION:Lyndhurst\, 635 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Markets
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/07/RSF251025_0104-scaled_1920x890_acf_cropped-2.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T100000
DTEND;TZID=America/New_York:20261023T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020150-1792749600-1792772100@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-2/2026-10-23/
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:20261023T100000
DTEND;TZID=America/New_York:20261023T170000
DTSTAMP:20261019T144749Z
CREATED:20250826T212757Z
LAST-MODIFIED:20261019T144749Z
UID:10020091-1792749600-1792774800@visitsleepyhollow.com
SUMMARY:Glass Pumpkin Patch Fundraiser
DESCRIPTION:The Village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. \nThis festive event will showcase hundreds of whimsical\, vibrantly colored glass pumpkins. These one-of-a-kind works of art will be available for purchase. Proceeds support the Make-A-Wish® Hudson Valley Chapter. Food trucks will be on site. \nFor more information about the artists and the glass pumpkin patches visit https://www.tryglassblowing.com. This is a free event although a parking fee at Kingsland Point Park will apply.
URL:https://visitsleepyhollow.com/event/glass-pumpkin-fundraiser/2026-10-23/
LOCATION:Kingsland Point Park\, 299 Palmer Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Markets,Outdoors
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2022/09/pumpkin10.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T113000
DTEND;TZID=America/New_York:20261023T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020943-1792755000-1792771200@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-23/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T140000
DTEND;TZID=America/New_York:20261023T200000
DTSTAMP:20260804T153621Z
CREATED:20260804T153311Z
LAST-MODIFIED:20260804T153621Z
UID:10020118-1792764000-1792785600@visitsleepyhollow.com
SUMMARY:Spirits of Sleepy Hollow Country
DESCRIPTION:Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking.\n\n\n\nMark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits of Sleepy Hollow Country — not generic stage spooks\, but the local dead. Hulda of Bohemia\, the healer the village called a witch. Major John André\, the British spy caught just down the road in Tarrytown. And the Headless Horseman\, who needs no introduction around here. \n\n\n\nThe premise is that none of them ever left\, and all of them have something to say about it. What follows is an hour’s worth of illusion delivered with real comic timing — a magic show first\, funnier more often than it is frightening\, even as the lights drop and things begin happening that shouldn’t. \n\n\n\nIt runs about 50 minutes with no intermission\, in reserved seats\, and it sells out every year. \n\n\n\nNew for 2026: premium seats ($89) now include a complimentary beer or wine and a snack. \n\n\n\nKnow before you go\n\n\n\n\nWhere: Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY 10591. Overflow parking at 100 Continental Street.\n\n\n\nWhen: Fridays–Sundays\, October 2–31. Two to four performances a day depending on the date\, from mid-afternoon through 7:30 pm. Check Historic Hudson Valley’s website for exact times.\n\n\n\nRun time: About 50 minutes\, no intermission\n\n\n\nArrive early. Seating is reserved\, the show starts promptly\, and latecomers can’t be seated.\n\n\n\nTickets: Value seating $65\, standard $79\, premium $89. Historic Hudson Valley members save 15%. Advance purchase only\, no tickets sold on site.\n\n\n\nAges: Recommended for 10 and up. Expect dim lighting\, moments of suspense\, and effects designed to startle.\n\n\n\nAccessibility: Accessible seating is available by phone at 914-366-6900.\n\n\n\n\nTickets and full schedule: hudsonvalley.org or 914-366-6900
URL:https://visitsleepyhollow.com/event/spirits-of-sleepy-hollow-country-18/2026-10-23/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/102123_HHV_Spirits_013-scaled-1.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T150000
DTEND;TZID=America/New_York:20261023T160000
DTSTAMP:20261019T142237Z
CREATED:20261018T135234Z
LAST-MODIFIED:20261019T142237Z
UID:10021068-1792767600-1792771200@visitsleepyhollow.com
SUMMARY:The Original Knickerbocker Tour
DESCRIPTION:The Original Knickerbocker Tour: Washington Irving & “The Legend of Sleepy Hollow”\nMeet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You’ll get to know Washington Irving—the man behind the Headless Horseman\, Ichabod Crane\, and Katrina Van Tassel—and discover why the writer who dreamed up “The Legend of Sleepy Hollow” is himself called the Original Knickerbocker. \nYour guide leads you across the storied grounds of this 177-year-old cemetery\, tracing Irving’s lasting mark on American literature and the two-century legacy of the tale that gave this village its name. Along the way you’ll pause at landmarks like the Receiving Vault and the Revolutionary War Memorial\, decode the symbolism hidden in the cemetery’s Victorian statuary and headstones\, and visit the resting place of Irving himself. It’s a fun\, atmospheric way to spend an hour—and the perfect anchor for a day steeped in Sleepy Hollow’s autumn spirit. \nLocation: Sleepy Hollow Cemetery\, South Gate — 430 North Broadway\nParking: Free parking is available inside the gate.\nWhat to expect: This tour covers unpaved\, grassy terrain with a steep hill and some stairs. Comfortable walking shoes or sneakers are strongly recommended. Tours run rain or shine; if a tour is canceled for severe weather\, refunds are issued and cancellations are posted at least one hour beforehand.\nDates: Saturdays and Sundays through Thanksgiving weekend from 1:00-2:00 p.m. and 3:00-4:00 p.m. Weekdays in October from 3:00 – 4:00 p.m. Weekends in October also 11:00 a.m. – 12 noon. \nAdvance tickets required. All tour proceeds support the preservation and restoration of the cemetery grounds through the Sleepy Hollow Cemetery Historic Fund\, a 501(c)(3) nonprofit. \n\nOther Ways to Explore Sleepy Hollow Cemetery \nLooking for a different angle on these historic grounds? Consider these companion experiences: \n\nClassic Daytime Tour — The very same route and stories as the Lantern Tour\, walked by daylight—ideal if you’d like to see more of the landscape.\nThe Classic Evening Lantern Tour — This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous.\nSeptember & October Special Events — Seasonal tours and programs that lean into Sleepy Hollow’s legendary autumn spirit.\n\nSee all Sleepy Hollow Cemetery tours →
URL:https://visitsleepyhollow.com/event/the-original-knickerbocker-tour-16/2026-10-23/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/09/chrstina-tour-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
GEO:41.097;-73.8617
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Sleepy Hollow Cemetery South Gate 430 North Broadway Sleepy Hollow NY 10591 United States;X-APPLE-RADIUS=500;X-TITLE=430 North Broadway:geo:-73.8617,41.097
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T150000
DTEND;TZID=America/New_York:20261023T200000
DTSTAMP:20260803T181120Z
CREATED:20260803T174109Z
LAST-MODIFIED:20260803T181120Z
UID:10019898-1792767600-1792785600@visitsleepyhollow.com
SUMMARY:An Audience with Poe
DESCRIPTION:Sip\, savor\, and shiver with Poe’s darkest tales brought to life through storytelling\, cocktails\, and confections.\nProfessional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised in Edgar Allan Poe’s writing\, with haunting renditions of The Raven\, The Tell-Tale Heart\, The Black Cat\, and The Masque of the Red Death. We pair the tales with complimentary cocktails or mocktails designed to capture the spirit of the stories. \nThe evening begins in the Library at Historic Hudson Valley\, where visitors enjoy their first drink while standing among the shelves\, listening to a creepy tale. From there\, the experience deepens in an intimate theater setting\, with three more of Poe’s dark masterpieces performed in turn\, as those gathered sip drinks and enjoy small treats—indulgences to savor in the night’s shadows. \nOctober 3\, 9\, 11\, 16\, 18\, 23\, 25\, 30\n3\, 5\, 7pm \nOctober 10\, 17\, 24\, 31\n1:30\, 3:30\, 6\, 8pm \nRECOMMENDED FOR AGES 16+ \nAdvance Tickets Only. Not Sold on Site.
URL:https://visitsleepyhollow.com/event/an-audience-with-poe-3/2026-10-23/
LOCATION:Historic Hudson Valley\, 639 Bedford Road\, Tarrytown\, 10591\, United States
CATEGORIES:Performing Arts
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/poe-event-slider-1.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261023T160000
DTEND;TZID=America/New_York:20261023T171500
DTSTAMP:20260924T165418Z
CREATED:20260924T162713Z
LAST-MODIFIED:20260924T165418Z
UID:10020984-1792771200-1792775700@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/2026-10-23/
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:20261023T170000
DTEND;TZID=America/New_York:20261023T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019977-1792774800-1792789200@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-14/2026-10-23/
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:20261023T174500
DTEND;TZID=America/New_York:20261023T190000
DTSTAMP:20260924T165527Z
CREATED:20260924T165527Z
LAST-MODIFIED:20260924T165527Z
UID:10020996-1792777500-1792782000@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/2026-10-23/
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: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
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
END:VCALENDAR