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DTSTART;TZID=America/New_York:20261025T100000
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UID:10020336-1792922400-1792927800@visitsleepyhollow.com
SUMMARY:TarryHollow: Sleepy Hollow\, Irving and the Old Dutch Church
DESCRIPTION:Embark on a captivating journey through the rich history of Sleepy Hollow\, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour\, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor\, one of the largest colonial estates in the Hudson River Valley. You will also step inside the historic Old Dutch Church\, immortalized by Washington Irving in the iconic short story “The Legend of Sleepy Hollow”. Marvel at the timeless architecture and imagine the stories whispered within its historic walls. \nAs you explore the surrounding burial ground\, you’ll learn about the individuals who lived in the Neutral Ground and fought valiantly in the American Revolution. Hear the fascinating histories of those who inspired Irving’s memorable characters and uncover the lives of the people who shaped this storied land. \nJoin this unforgettable experience where history\, legend\, and the spirit of Sleepy Hollow converge! \nLocation: 418 North Broadway / 11 Dell Street\, Sleepy Hollow\, NY 10591. Limited parking is available in this area. Please do not park on the grounds of Sleepy Hollow Cemetery. \nImportant Information:\nA minimum of four (4) people is required to run a tour. Tour times vary — please arrive 15 minutes prior to your chosen tour time in order to check in.
URL:https://visitsleepyhollow.com/event/tarryhollow-sleepy-hollow-irving-and-the-old-dutch-church-6/2026-10-25/
LOCATION:418 North Broadway\, 418 North Broadway\, Sleepy Hollow\, 10591\, United States
CATEGORIES:Walks and Tours
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ORGANIZER;CN="The Historical Society%2C Inc. of Sleepy Hollow & Tarrytown":MAILTO:historicalsociety10591@gmail.com
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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
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ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
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DTSTART;TZID=America/New_York:20261025T100000
DTEND;TZID=America/New_York:20261025T170000
DTSTAMP:20261019T144749Z
CREATED:20250826T212757Z
LAST-MODIFIED:20261019T144749Z
UID:10020093-1792922400-1792947600@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/2026-10-25/
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
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DTSTART;TZID=America/New_York:20261025T110000
DTEND;TZID=America/New_York:20261025T120000
DTSTAMP:20261019T142351Z
CREATED:20261018T135745Z
LAST-MODIFIED:20261019T142351Z
UID:10021103-1792926000-1792929600@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-17/2026-10-25/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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DTSTART;TZID=America/New_York:20261025T113000
DTEND;TZID=America/New_York:20261025T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020945-1792927800-1792944000@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-2-2/2026-10-25/
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
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T120000
DTEND;TZID=America/New_York:20261025T133000
DTSTAMP:20260902T184121Z
CREATED:20260902T184121Z
LAST-MODIFIED:20260902T184121Z
UID:10020370-1792929600-1792935000@visitsleepyhollow.com
SUMMARY:TarryHollow: Sleepy Hollow\, Irving and the Old Dutch Church
DESCRIPTION:Embark on a captivating journey through the rich history of Sleepy Hollow\, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour\, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor\, one of the largest colonial estates in the Hudson River Valley. You will also step inside the historic Old Dutch Church\, immortalized by Washington Irving in the iconic short story “The Legend of Sleepy Hollow”. Marvel at the timeless architecture and imagine the stories whispered within its historic walls. \nAs you explore the surrounding burial ground\, you’ll learn about the individuals who lived in the Neutral Ground and fought valiantly in the American Revolution. Hear the fascinating histories of those who inspired Irving’s memorable characters and uncover the lives of the people who shaped this storied land. \nJoin this unforgettable experience where history\, legend\, and the spirit of Sleepy Hollow converge! \nLocation: 418 North Broadway / 11 Dell Street\, Sleepy Hollow\, NY 10591. Limited parking is available in this area. Please do not park on the grounds of Sleepy Hollow Cemetery. \nImportant Information:\nA minimum of four (4) people is required to run a tour. Tour times vary — please arrive 15 minutes prior to your chosen tour time in order to check in.
URL:https://visitsleepyhollow.com/event/tarryhollow-sleepy-hollow-irving-and-the-old-dutch-church-7/2026-10-25/
LOCATION:418 North Broadway\, 418 North Broadway\, Sleepy Hollow\, 10591\, United States
CATEGORIES:Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2024/07/tarryhollow-ODC.jpg
ORGANIZER;CN="The Historical Society%2C Inc. of Sleepy Hollow & Tarrytown":MAILTO:historicalsociety10591@gmail.com
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T120000
DTEND;TZID=America/New_York:20261025T160000
DTSTAMP:20261019T134334Z
CREATED:20261016T223815Z
LAST-MODIFIED:20261019T134334Z
UID:10021020-1792929600-1792944000@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Oktoberfest
DESCRIPTION:German food and beer\, live Bavarian music\, and the Hudson at your back — Sleepy Hollow’s Oktoberfest returns for its 14th year.\nAfter being postponed due to weather\, the Sleepy Hollow Oktoberfest is back on Sunday\, October 25th\, at Kingsland Point Park! \nEnjoy an afternoon of German food\, desserts\, adult beverages\, live music\, and more along the Hudson River. This year’s celebration will take place alongside the Make-A-Wish Walk for Wishes Festival and the Glass Pumpkin Patch\, offering even more fall fun for the community. \nFor more information\, call 914-366-5109. \nBring your family and friends for an afternoon of great food\, music\, and fall festivities! \nFor everything else happening this season\, see our guide to Halloween in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-oktoberfest-3/
LOCATION:Kingsland Point Park\, 299 Palmer Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Music,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/06/davis-bathhouse-scaled.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T120000
DTEND;TZID=America/New_York:20261025T180000
DTSTAMP:20260924T013226Z
CREATED:20260923T220606Z
LAST-MODIFIED:20260924T013226Z
UID:10020521-1792929600-1792951200@visitsleepyhollow.com
SUMMARY:The Sailhouse Oyster Fest
DESCRIPTION:This October\, The Sailhouse puts its own waterfront spin on the season with Oyster Fest\, a series of four Sunday afternoons of fresh oysters\, seasonal cocktails\, and live music on the banks of the Hudson River. Set against sweeping views of the Governor Mario M. Cuomo Bridge\, the festival pairs the laid-back marina atmosphere The Sailhouse is known for with the crisp air and autumn colors that draw visitors to the Tarrytown and Sleepy Hollow area each fall. \nEach Sunday brings a rotating lineup of oyster selections and specials\, alongside seasonal cocktails\, beer and wine tastings\, and additional dishes from The Sailhouse kitchen. Competitive guests can test their speed in the oyster slurp-off contests\, while live music sets the mood from start to finish\, easing in with a relaxed waterfront vibe in the early afternoon and building in energy as the day goes on. \nIn true Sleepy Hollow fashion\, the Headless Horseman will make special appearances throughout the series. Guests can also take to the river aboard PaddlePub cruises departing directly from Washington Irving Boat Club for a different view of the Hudson. \nThe Tiki Bar and stage area serve as the heart of the festivities\, with casual seating available on a first-come\, first-served basis. Those who prefer a full sit-down meal can make a reservation at The Sailhouse\, then head out to the waterfront to join the fun. It’s an easy addition to a fall day in the Historic Hudson River Towns\, whether you’re here for the foliage\, the historic sites\, or the Halloween season.
URL:https://visitsleepyhollow.com/event/the-sailhouse-oyster-fest/2026-10-25/
LOCATION:The Sailhouse\, 238 Green Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Festivals,Food
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/sailhouse-oyster-fest.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T130000
DTEND;TZID=America/New_York:20261025T140000
DTSTAMP:20261019T142309Z
CREATED:20261018T141635Z
LAST-MODIFIED:20261019T142309Z
UID:10021131-1792933200-1792936800@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-18/2026-10-25/
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
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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:20261025T140000
DTEND;TZID=America/New_York:20261025T153000
DTSTAMP:20260902T193224Z
CREATED:20260902T185424Z
LAST-MODIFIED:20260902T193224Z
UID:10020400-1792936800-1792942200@visitsleepyhollow.com
SUMMARY:TarryHollow: Sleepy Hollow\, Irving and the Old Dutch Church
DESCRIPTION:Embark on a captivating journey through the rich history of Sleepy Hollow\, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour\, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor\, one of the largest colonial estates in the Hudson River Valley. You will also step inside the historic Old Dutch Church\, immortalized by Washington Irving in the iconic short story “The Legend of Sleepy Hollow”. Marvel at the timeless architecture and imagine the stories whispered within its historic walls. \nAs you explore the surrounding burial ground\, you’ll learn about the individuals who lived in the Neutral Ground and fought valiantly in the American Revolution. Hear the fascinating histories of those who inspired Irving’s memorable characters and uncover the lives of the people who shaped this storied land. \nJoin this unforgettable experience where history\, legend\, and the spirit of Sleepy Hollow converge! \nLocation: 418 North Broadway / 11 Dell Street\, Sleepy Hollow\, NY 10591. Limited parking is available in this area. Please do not park on the grounds of Sleepy Hollow Cemetery. \nImportant Information:\nA minimum of four (4) people is required to run a tour. Tour times vary — please arrive 15 minutes prior to your chosen tour time in order to check in.
URL:https://visitsleepyhollow.com/event/tarryhollow-sleepy-hollow-irving-and-the-old-dutch-church-8/2026-10-25/
LOCATION:418 North Broadway\, 418 North Broadway\, Sleepy Hollow\, 10591\, United States
CATEGORIES:Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2024/07/tarryhollow-ODC.jpg
ORGANIZER;CN="The Historical Society%2C Inc. of Sleepy Hollow & Tarrytown":MAILTO:historicalsociety10591@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T140000
DTEND;TZID=America/New_York:20261025T200000
DTSTAMP:20260804T153621Z
CREATED:20260804T153311Z
LAST-MODIFIED:20260804T153621Z
UID:10020120-1792936800-1792958400@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-18/2026-10-25/
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: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
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T150000
DTEND;TZID=America/New_York:20261025T160000
DTSTAMP:20261019T142421Z
CREATED:20261018T141750Z
LAST-MODIFIED:20261019T142421Z
UID:10021167-1792940400-1792944000@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-19/2026-10-25/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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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:20261025T150000
DTEND;TZID=America/New_York:20261025T200000
DTSTAMP:20260803T181120Z
CREATED:20260803T174109Z
LAST-MODIFIED:20260803T181120Z
UID:10019899-1792940400-1792958400@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-3/2026-10-25/
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:20261025T160000
DTEND;TZID=America/New_York:20261025T173000
DTSTAMP:20260915T211341Z
CREATED:20260915T211341Z
LAST-MODIFIED:20260915T211341Z
UID:10020457-1792944000-1792949400@visitsleepyhollow.com
SUMMARY:Slapering Hol Press Presents the Debut Poets Reading
DESCRIPTION:Join us in-person at the Hudson Valley Writers Center for an afternoon of terrific poetry from Ellen Goldsmith\, Richard Parisio\, Avia Tadmor\, and Zoë Ryder White. Hosted by the editors of Slapering Hol Press (SHP). \nEllen Goldsmith’s first full length collection\, Are We There Yet? (Kelsay Books) follows four chapbooks. Her first\, No Pine Tree in This Forest Is Perfect\, won the 1997 Slapering Hol Press Chapbook Competition and was described by Dennis Nurkse as “an incandescent collection.” Goldsmith’s poems have been published in numerous journals and anthologies. She holds an Ed.D. from Teachers College\, Columbia University\, and is professor emerita of The City University of New York. She lives in Cushing\, Maine. \nRichard Parisio lives and writes in the Hudson Valley\, where he has worked as a naturalist and educator for over four decades. His chapbook\, The Owl Invites Your Silence\, won the 2013 Slapering Hol Press Poetry Chapbook Award\, and he holds an MFA from Cedar Crest College. His full poetry collection\, Trailside Register\, was published by Bushwack Books in 2025.   \nAvia Tadmor is the author of Song in Tammuz (Tupelo Press\, 2026)\, winner of the Berkshire International Prize. Her poetry appears in The Academy of American Poets’ Poem-a-Day\, The New Republic\, Best New Poets\, New England Review\, and elsewhere. Avia received fellowships and awards from Yaddo\, the Rona Jaffe Foundation\, Bread Loaf Writers’ Conference\, Vermont Studio Center\, Poets & Writers\, and was named a Gregory Djanikian Scholar by the Adroit Journal. Previously\, Avia taught writing at Columbia University\, where she directed the Columbia Artist/Teachers Program\, promoting no-cost arts education in schools and community organizations in NYC. Avia is a graduate of the United World College program\, educating for constructive dialogue\, peace\, and a sustainable future. Currently\, she is a Clinical Associate Professor at New York University. Born in Jerusalem\, she lives in New York. Find more at: www.aviatadmor.com.  \nZoë Ryder White’s first full-length collection\, The Visible Field\, was published by River River Books in February\, 2026. A chapbook\, Via Post\, was a finalist for Tupelo Press’ Snowbound Chapbook award and won the Sixth Finch chapbook contest in 2022. HYPERSPACE was the editors’ choice pick for the Verse Tomaž Šalamun Prize in 2020 and is available from Factory Hollow Press. She co-authored A Study in Spring (Rabbit Catastrophe Press\, 2015) and Elsewhere (Sixth Finch Press\, 2020) with Nicole Callihan. Her poems have appeared in Tupelo Quarterly\, Iterant\, Plume\, and Threepenny Review\, among others. A former elementary school teacher\, she edits books for educators about the craft of teaching. She lives in New York’s Hudson Valley with her family.
URL:https://visitsleepyhollow.com/event/slapering-hol-press-presents-the-debut-poets-reading/
LOCATION:Hudson Valley Writers Center\, 300 Riverside Drive\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Author Talk
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/debut-poets.jpg
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: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: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: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:20261025T210000
DTSTAMP:20260817T205449Z
CREATED:20260817T192321Z
LAST-MODIFIED:20260817T205449Z
UID:10020250-1792951200-1792962000@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/2026-10-25/
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:20261025T180000
DTEND;TZID=America/New_York:20261025T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020071-1792951200-1792963800@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-8/2026-10-25/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10520\, 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: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:20261025T190000
DTEND;TZID=America/New_York:20261025T203000
DTSTAMP:20261013T151614Z
CREATED:20261013T151614Z
LAST-MODIFIED:20261013T151614Z
UID:10021016-1792954800-1792960200@visitsleepyhollow.com
SUMMARY:Whose Live Anyway?
DESCRIPTION:The current cast members of the Emmy-nominated TV show Whose Line Is It Anyway? are proud to present their new improv tour: WHOSE LIVE ANYWAY? WHOSE LIVE ANYWAY? is 90 minutes of hilarious improvised comedy and song all based on audience suggestions. Cast members Ryan Stiles\, Greg Proops\, Jeff B. Davis\, and Joel Murray will leave you gasping with the very witty scenes they invent before your eyes. Audience participation is key to the show so bring your suggestions and you might be asked to join the cast onstage! WHOSE LIVE ANYWAY? showcases some of the improv games made famous on the long-running TV show as well as some exciting new ones\, featuring musical direction by Laura Hall. \nAll ages are welcomed\, but please note that some “PG-13” language will be used during the performance.
URL:https://visitsleepyhollow.com/event/whose-live-anyway/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Comedy
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/10/WhoseLiveAnyway26PICS3.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T190000
DTEND;TZID=America/New_York:20261025T210000
DTSTAMP:20261019T125233Z
CREATED:20261019T123050Z
LAST-MODIFIED:20261019T125233Z
UID:10021209-1792954800-1792962000@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-33/2026-10-25/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T193000
DTEND;TZID=America/New_York:20261025T210000
DTSTAMP:20260812T194639Z
CREATED:20260812T194639Z
LAST-MODIFIED:20260812T194639Z
UID:10020236-1792956600-1792962000@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-3/2026-10-25/
LOCATION:Bethany Arts Community\, 40 Somerstown Road\, Ossining\, NY\, 10562\, United States
CATEGORIES:Performing Arts
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ORGANIZER;CN="River's Edge Theatre Company":MAILTO:riversedgetheatreco@gmail.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261025T220000
DTEND;TZID=America/New_York:20261025T235900
DTSTAMP:20261019T124902Z
CREATED:20261019T123300Z
LAST-MODIFIED:20261019T124902Z
UID:10021258-1792965600-1792972740@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-34/2026-10-25/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261026T113000
DTEND;TZID=America/New_York:20261026T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020946-1793014200-1793030400@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-2-2/2026-10-26/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261026T150000
DTEND;TZID=America/New_York:20261026T160000
DTSTAMP:20261019T142237Z
CREATED:20261018T135234Z
LAST-MODIFIED:20261019T142237Z
UID:10021069-1793026800-1793030400@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-16/2026-10-26/
LOCATION:Sleepy Hollow Cemetery South Gate\, 430 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261026T180000
DTEND;TZID=America/New_York:20261026T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020072-1793037600-1793050200@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-8/2026-10-26/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10520\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
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ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
END:VCALENDAR