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DTSTART;TZID=America/New_York:20261011T090000
DTEND;TZID=America/New_York:20261011T133000
DTSTAMP:20260824T150402Z
CREATED:20260608T181846Z
LAST-MODIFIED:20260824T150402Z
UID:10019660-1791709200-1791725400@visitsleepyhollow.com
SUMMARY:Irvington Farmers Market
DESCRIPTION:Enjoy live music\, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season\, there’s fresh local produce\, seafood and meats\, cheese\, pickles\, prepared foods and baked goods\, with live music most weeks. \nThe Irvington Farmers Market runs Sunday mornings outdoors on the grounds of the Main Street School\, a short stroll from Washington Irving’s home\, Sunnyside. Look for the life-sized statue of Irving’s character Rip Van Winkle at the southwestern corner of the school property\, facing Main Street. The market sits right on the leafy Old Croton Aqueduct Trail and is an easy walk from the Irvington Metro-North station\, so many shoppers arrive on foot or by bike — see Sleepy Hollow Without a Car for train details. \nRun by Morning Glory Markets\, the outdoor season runs Sundays from spring through late fall. A separate winter market operates indoors on Saturdays in the off-season; check the organizer’s site for this year’s exact dates. \nGetting there: Sunday parking is available on the village streets and in the municipal lot at the top of Main Street. Avoid the permit-only lot across from the Main Street School. \nSundays\, 9 am to 1:30 pm\, rain or shine. Well-behaved dogs are welcome\, provided your pooch is leashed. \nPlanning a fall visit? The Irvington market is the Sunday counterpart to Saturday’s TaSH market in Tarrytown — see how it anchors a low-key morning in A Perfect Fall Day in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/irvington-farmers-market-7/2026-10-11/
LOCATION:Main Street School\, 101 Main Street\, Irvington\, NY\, 10533\, United States
CATEGORIES:Family,Markets,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2021/08/squash-scaled.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T100000
DTEND;TZID=America/New_York:20261011T113000
DTSTAMP:20260902T182706Z
CREATED:20260902T170344Z
LAST-MODIFIED:20260902T182706Z
UID:10020332-1791712800-1791718200@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-6/2026-10-11/
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:20261011T100000
DTEND;TZID=America/New_York:20261011T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020146-1791712800-1791735300@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-2/2026-10-11/
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:20261011T110000
DTEND;TZID=America/New_York:20261011T120000
DTSTAMP:20260811T135347Z
CREATED:20260811T131359Z
LAST-MODIFIED:20260811T135347Z
UID:10020215-1791716400-1791720000@visitsleepyhollow.com
SUMMARY:Ghost Tours of Tarrytown Music Hall
DESCRIPTION:Join this guided tour created by Master Storyteller Jonathan Kruk and discover the historic lore and spirits that linger at The Tarrytown Music Hall. \nThe Tarrytown Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers\, Goulds and Vanderbilts gathered at the Music Hall to participate in its lavish balls\, flower shows and concerts. Since then\, the Music Hall has been a reflection of the human spirit\, mirroring the current events of the town and the rest of the world. In addition to Presidents’ speeches\, it has hosted women’s suffrage rallies and endured several wars\, depressions and pandemics including those of 1918 and 2019. It is a vessel through which many people pass. And some don’t leave . . . \nThe building is an official site of the Haunted History Trail of New York. Gotham Paranormal Research Society has investigated the Music Hall several times and has consistently detected paranormal activity including intriguing EVP (electronic voice phenomena) audio files and EMF (electromagnetic field) readings. \nThe 45-minute tour kicks off in the theater lobby and does include climbing stairs and extended periods of standing. Times vary by date. \n2026 Dates: October 3\, 4\, 10\, 11\, 17\, 18. \nMake a night of it\nThe Music Hall’s ghost tours land right in the heart of Halloween in Sleepy Hollow Country. Pair yours with dinner at one of Tarrytown’s restaurants a short walk away\, or check what else is on the Hall’s stage that weekend at Tarrytown Music Hall Performances.
URL:https://visitsleepyhollow.com/event/ghost-tours-of-tarrytown-music-hall-4/2026-10-11/
LOCATION:Tarrytown Music Hall\, 13 Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Historic House Tour,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/GhostTour26fb.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T113000
DTEND;TZID=America/New_York:20261011T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020931-1791718200-1791734400@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-2-2/2026-10-11/
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:20261011T120000
DTEND;TZID=America/New_York:20261011T133000
DTSTAMP:20260902T184121Z
CREATED:20260902T184121Z
LAST-MODIFIED:20260902T184121Z
UID:10020366-1791720000-1791725400@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-7/2026-10-11/
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:20261011T120000
DTEND;TZID=America/New_York:20261011T180000
DTSTAMP:20260924T013226Z
CREATED:20260923T220606Z
LAST-MODIFIED:20260924T013226Z
UID:10020519-1791720000-1791741600@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/2026-10-11/
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:20261011T140000
DTEND;TZID=America/New_York:20261011T153000
DTSTAMP:20260902T193224Z
CREATED:20260902T185424Z
LAST-MODIFIED:20260902T193224Z
UID:10020396-1791727200-1791732600@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-8/2026-10-11/
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:20261011T140000
DTEND;TZID=America/New_York:20261011T153000
DTSTAMP:20260915T205741Z
CREATED:20260915T205741Z
LAST-MODIFIED:20260915T205741Z
UID:10020456-1791727200-1791732600@visitsleepyhollow.com
SUMMARY:An Afternoon of Poetry with Kathy Fagan\, Erika Meitner\, and Elaine Sexton
DESCRIPTION:Please join us at 2:00 p.m. on October 11 for an afternoon of new poetry from Kathy Fagan\, Erika Meitner\, and Elaine Sexton! \nKathy Fagan’s newest collection is The Unbecoming (W.W. Norton\, September 2026). Her sixth book\, winner of PSA’s William Carlos Williams Poetry Prize\, is Bad Hobby (Milkweed Editions\, 2022)\, available in print and audio. Sycamore (Milkweed\, 2017) was a finalist for the 2018 Kingsley Tufts Award. A 2023 Guggenheim Fellow\, she is Professor Emerita of The Ohio State University\, where she co-founded and directed the MFA Program in Creative Writing. \nErika Meitner is the author of six books of poems\, including Ideal Cities (Harper Perennial\, 2010)—a 2009 National Poetry Series winner; Holy Moly Carry Me (BOA Editions\, 2018)\, winner of the 2018 National Jewish Book Award and a finalist for the National Book Critics Circle Award in poetry; and Useful Junk (BOA Editions\, 2022). Her poems have been published most recently in The New Yorker\, Electric Literature\, Virginia Quarterly Review\, Oxford American\, The New Republic\, Orion\, and elsewhere. Her seventh book\, Assembled Audience\, is due out from Milkweed Editions in September 2026. Meitner is currently a professor of English at the University of Wisconsin-Madison\, where she also directs the Creative Writing Program. \nElaine Sexton is a poet\, critic\, bookmaker\, educator\, and librettist. She is the author of the forthcoming opera\, The Post Office\, written in collaboration with composer Laura Kaminsky\, premiering in the spring (2026) at the Brooklyn Academy of Music and Spruce Peak Arts. This chamber opera in poems will also appear in book form with Grid Books (May\, 2026). Her most recent collection of poetry is Site Specific: New & Selected Poems (Grid\, 2025). Her four previous books of poetry are: Sleuth (New Issues\, 2003)\, Causeway (New Issues\, 2008)\, and Prospect/Refuge (Sheep Meadow Press\, 2015)\, and Drive (Grid Books\, 2022).
URL:https://visitsleepyhollow.com/event/an-afternoon-of-poetry-with-kathy-fagan-erika-meitner-and-elaine-sexton/
LOCATION:Hudson Valley Writers Center\, 300 Riverside Drive\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Author Talk
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/09/4df72538-2050-4890-b9df-0a9b6fd160c4.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T140000
DTEND;TZID=America/New_York:20261011T200000
DTSTAMP:20260804T153621Z
CREATED:20260804T153311Z
LAST-MODIFIED:20260804T153621Z
UID:10020114-1791727200-1791748800@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-18/2026-10-11/
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:20261011T143000
DTEND;TZID=America/New_York:20261011T154500
DTSTAMP:20260924T122715Z
CREATED:20260924T122715Z
LAST-MODIFIED:20260924T122715Z
UID:10020980-1791729000-1791733500@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \nAfter the performance\, guests can visit Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. With objects ranging from ancient artifacts to contemporary works\, it explores how earlier generations dealt with death through art\, ritual\, remembrance\, and spiritual practice. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, at 2:30 pm and 4:30 pm. Tickets are $58 per person and required for every guest. Because the tour often touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-3/2026-10-11/1/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T150000
DTEND;TZID=America/New_York:20261011T200000
DTSTAMP:20260803T181120Z
CREATED:20260803T174109Z
LAST-MODIFIED:20260803T181120Z
UID:10019895-1791730800-1791748800@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-3/2026-10-11/
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:20261011T163000
DTEND;TZID=America/New_York:20261011T174500
DTSTAMP:20260924T122715Z
CREATED:20260924T122715Z
LAST-MODIFIED:20260924T122715Z
UID:10020981-1791736200-1791740700@visitsleepyhollow.com
SUMMARY:'Tis the Wind and Nothing More
DESCRIPTION:An immersive Halloween-season tour with a performance of “The Raven” at the Armour-Stiner Octagon House\, Irvington\, NY \nFor two October weekends only\, the Armour-Stiner Octagon House goes back more than a century to host a literary evening. Guests are welcomed as visitors to the annual salon of Jessie Clarke\, one of the most puzzling people ever to live in the eight-sided house. Wealthy relatives set the house aside for her\, and she lived there for 25 years until her death in 1933\, reportedly mostly alone. Much about her remains unclear\, including the state of her health in those years\, which was never documented and is still debated. This 75-minute immersive tour mixes the house’s real history with a hint of the uncanny. It ends with a dramatic reading of “The Raven” by Edgar Allan Poe himself. \nAfter the performance\, guests can visit Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. With objects ranging from ancient artifacts to contemporary works\, it explores how earlier generations dealt with death through art\, ritual\, remembrance\, and spiritual practice. \nFor fans of Poe\, Victorian mystery\, or theatrical history\, it’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Performances run over two October weekends: Friday and Saturday\, October 2–3 and 9–10\, at 4:00 pm and 5:45 pm\, and Sunday\, October 4 and 11\, at 2:30 pm and 4:30 pm. Tickets are $58 per person and required for every guest. Because the tour often touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/tis-the-wind-and-nothing-more-3/2026-10-11/2/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/TisTheWind_EVENT.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T170000
DTEND;TZID=America/New_York:20261011T190000
DTSTAMP:20260803T172131Z
CREATED:20260803T172131Z
LAST-MODIFIED:20260803T172131Z
UID:10019881-1791738000-1791745200@visitsleepyhollow.com
SUMMARY:An Evening of Spirit Connection with Mediums Daisy & Arlene
DESCRIPTION:Get ready for an unforgettable evening of insight\, healing\, and messages from beyond. \n\n\n\n\nThe world is awakening in powerful ways\, and more people than ever are feeling drawn to explore the unseen\, the unknown\, and the deeper meaning of life. \nDaisy and Arlene are two mediums and soul sisters with a deep\, undeniable connection. When they come together with Spirit\, that connection is felt by everyone in the room. \nThroughout the evening\, they will connect with loved ones in Spirit\, share meaningful messages\, and help you deepen your own spiritual connection. \nThere is so much more available to us than we are often shown\, and this work is devoted to illuminating that truth. \nWhat You Can Expect \n\nLive connections with loved ones in Spirit\nA warm\, intimate group experience\nHealing\, inspiration\, and gentle education\nHumor\, heart\, and meaningful moments\n\nAll who attend will leave feeling uplifted and inspired\, with a renewed sense of hope and the knowing that they never walk this life alone. We all have access to the magic of Spirit\, and that connection can be truly life-changing.
URL:https://visitsleepyhollow.com/event/an-evening-of-spirit-connection-with-mediums-daisy-arlene/
LOCATION:The Ark at the Shames JCC\, 371 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Talks and Presentations,Workshop
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/08/image.jpeg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T170000
DTEND;TZID=America/New_York:20261011T210000
DTSTAMP:20260803T212721Z
CREATED:20250826T184241Z
LAST-MODIFIED:20260803T212721Z
UID:10019973-1791738000-1791752400@visitsleepyhollow.com
SUMMARY:Irving’s Legend at Sunnyside
DESCRIPTION:Hear the Legend told on Washington Irving’s own lawn.\nWashington Irving is buried a few miles up the road. Every October\, his most famous story comes back to the house where he spent his last twenty years — performed outdoors\, after dark\, on the grounds of Sunnyside. \nMaster storyteller Jonathan Kruk has been doing this for decades\, and he doesn’t recite the tale so much as inhabit it. He plays all of them: the gangly\, superstitious Ichabod Crane; the coquettish Katrina Van Tassel; swaggering Brom Bones. Jim Keyes supplies live organ music and sound effects\, and a cast of shadowy figures moves at the edge of the lantern light. Then the hoofbeats start. \nThere’s no stage\, no screen\, and no jump-scare gimmickry — just Irving’s nineteenth-century prose\, a good storyteller\, and the sound of the Hudson somewhere below you in the dark. Fifty-five minutes later you’ll understand why this one sells out every single year. \nKnow before you go\n\nWhere: Washington Irving’s Sunnyside\, 3 W Sunnyside Lane\, Irvington\, NY 10533\nWhen: Fridays–Sundays\, October 2–31. Most nights offer two or three performance times between 5 and 9 pm.\nRun time: About 55 minutes\nTickets: From $40; Historic Hudson Valley members save 15%. Advance tickets only — nothing is sold at the gate\, and dates sell out well before Halloween.\nAges: Recommended for 10 and up. It’s family-friendly\, but the period language\, the length\, and the low-light outdoor setting are a lot for younger kids.\nTerrain: Seated outdoor performance with some walking over uneven ground. Dress for a cold night by the river.\n\nTickets and full schedule: hudsonvalley.org or 914-366-6900 \nPresented by Historic Hudson Valley. \nMultiple performances per evening\, see organizer’s website for actual times.
URL:https://visitsleepyhollow.com/event/irvings-legend-at-sunnyside-14/2026-10-11/
LOCATION:Sunnyside\, 3 W Sunnyside Lane\, Irvington\, 10533\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/legend66-1000x542-1.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T180000
DTEND;TZID=America/New_York:20261011T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020057-1791741600-1791754200@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-11/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T183000
DTEND;TZID=America/New_York:20261011T193000
DTSTAMP:20260902T160905Z
CREATED:20260902T153018Z
LAST-MODIFIED:20260902T160905Z
UID:10020304-1791743400-1791747000@visitsleepyhollow.com
SUMMARY:Bram Stoker's Dracula
DESCRIPTION:Bram Stoker’s Dracula comes to life for one night only at Sleepy Hollow Cemetery’s Washington Irving Memorial Chapel. This adaptation\, drawn from Stoker’s original 1897 text\, follows the bloodthirsty Count\, his naive solicitor Jonathan Harker\, and vampire hunter Dr. Abraham Van Helsing in the Gothic horror tale that started it all. The Headless Horseman isn’t the only thing to fear in Sleepy Hollow! \nGarlic optional. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Sunday\, October 11\, 2026\nTimes: 6:30–7:30 p.m. or 8:30–9:30 p.m. (two seatings)\nLocation: Washington Irving Memorial Chapel\, 540 North Broadway\, Sleepy Hollow\, NY 10591\nAges: 12+ \n\nDracula is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Frankenstein\, Jekyll & Hyde\, and The Time Machine; step into an interactive Murder Mystery inspired by Washington Irving’s most famous tale; sip Champagne Cocktails with the Dead among the cemetery’s grandest mausoleums; paint your own Headless Horseman alongside artist Heather Gleason; and toast the eccentric poet Francis Saltus Saltus at his graveside. See the full lineup and reserve your seats at sleepyhollowcemetery.org/special-events.
URL:https://visitsleepyhollow.com/event/bram-stoker-s-dracula-2026/2026-10-11/1/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/Bram-Stokers-Dracula.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T183000
DTEND;TZID=America/New_York:20261011T210000
DTSTAMP:20260803T183839Z
CREATED:20260803T183839Z
LAST-MODIFIED:20260803T183839Z
UID:10019931-1791743400-1791752400@visitsleepyhollow.com
SUMMARY:Twilight Village at Sleepy Hollow
DESCRIPTION:Where the Legend Lives After Dark! Mix and mingle with storytellers\, fire performers\, and iconic Legends. Enjoy a roving brass band\, a pop-up evening market\, and much more.\nExpanded experiences\, more characters\, and new performances make Twilight Village a must-visit destination for all ages in the Hudson Valley’s most legendary Halloween town. \nAs evening settles over Philipsburg Manor\, channel the spirit of Irving’s famously creepy tale at this immersive outdoor experience with live storytellers\, fire performers\, and eerie encounters around every corner. Mingle with Legend icons Ichabod Crane and Katrina Van Tassel\, wander through a pop-up market with curious goods\, oddities\, and handmade wares\, and grab delicious bites from food trucks while sipping cocktails and mocktails. \n\n\n\n\n\n\nThroughout the evening\, a roving band fills the air with music\, fortune tellers offer glimpses into your future\, and the Headless Horseman makes a dramatic appearance in a sound-and-light spectacle that recreates his midnight ride. \n\n\n\n\n\n\nTarot readings are available in limited quantities on a first-come\, first-served basis. Food and beverages available for additional purchase.  \n\n\n\nRECOMMENDED FOR ALL AGES \nAdvance Tickets Only. Not Sold on Site.\nOctober 2 & 46:30-8pm \nOctober 3\, 9-11\, 16-186:30-9pm \nOct. 23-25\, 30-316-9pm
URL:https://visitsleepyhollow.com/event/twilight-village-at-sleepy-hollow-7/2026-10-11/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Markets,Outdoors,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/twilight-village-6.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261011T190000
DTEND;TZID=America/New_York:20261011T200000
DTSTAMP:20260910T173905Z
CREATED:20260910T173905Z
LAST-MODIFIED:20260910T173905Z
UID:10020444-1791745200-1791748800@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-3/2026-10-11/
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:20261011T203000
DTEND;TZID=America/New_York:20261011T213000
DTSTAMP:20260902T160905Z
CREATED:20260902T153018Z
LAST-MODIFIED:20260902T160905Z
UID:10020305-1791750600-1791754200@visitsleepyhollow.com
SUMMARY:Bram Stoker's Dracula
DESCRIPTION:Bram Stoker’s Dracula comes to life for one night only at Sleepy Hollow Cemetery’s Washington Irving Memorial Chapel. This adaptation\, drawn from Stoker’s original 1897 text\, follows the bloodthirsty Count\, his naive solicitor Jonathan Harker\, and vampire hunter Dr. Abraham Van Helsing in the Gothic horror tale that started it all. The Headless Horseman isn’t the only thing to fear in Sleepy Hollow! \nGarlic optional. \nPlease note: this is an indoor\, seated performance\, not a walking tour. \nDate: Sunday\, October 11\, 2026\nTimes: 6:30–7:30 p.m. or 8:30–9:30 p.m. (two seatings)\nLocation: Washington Irving Memorial Chapel\, 540 North Broadway\, Sleepy Hollow\, NY 10591\nAges: 12+ \n\nDracula is just one stop on Sleepy Hollow Cemetery’s 2026 special-events calendar. This fall\, you can also catch dramatic readings of Frankenstein\, Jekyll & Hyde\, and The Time Machine; step into an interactive Murder Mystery inspired by Washington Irving’s most famous tale; sip Champagne Cocktails with the Dead among the cemetery’s grandest mausoleums; paint your own Headless Horseman alongside artist Heather Gleason; and toast the eccentric poet Francis Saltus Saltus at his graveside. See the full lineup and reserve your seats at sleepyhollowcemetery.org/special-events.
URL:https://visitsleepyhollow.com/event/bram-stoker-s-dracula-2026/2026-10-11/2/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Performing Arts,Storytelling
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/09/Bram-Stokers-Dracula.jpg
ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261012T113000
DTEND;TZID=America/New_York:20261012T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020932-1791804600-1791820800@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-12/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261012T180000
DTEND;TZID=America/New_York:20261012T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020058-1791828000-1791840600@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-12/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261013T180000
DTEND;TZID=America/New_York:20261013T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020059-1791914400-1791927000@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-13/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261014T180000
DTEND;TZID=America/New_York:20261014T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020060-1792000800-1792013400@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-14/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/Headless-Horseman-Tom-Nycz-for-Historic-Hudson-Valley-1-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T113000
DTEND;TZID=America/New_York:20261015T160000
DTSTAMP:20260924T114830Z
CREATED:20260924T113543Z
LAST-MODIFIED:20260924T114830Z
UID:10020935-1792063800-1792080000@visitsleepyhollow.com
SUMMARY:Myths & Mysteries of The Octagon House
DESCRIPTION:A Halloween-season guided tour at the Armour-Stiner Octagon House\, Irvington\, NY \nFor generations\, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends\, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore the strange stories\, unexplained happenings\, and firsthand accounts left behind by the people who once lived there. Along the way\, history and the otherworldly blur together\, and visitors leave with a new sense of just how unusual this Hudson Valley landmark really is. Want a taste of the lore before you go? Read Ghosts of the Octagon House for the stories of the fragrant spirit and the Lady in White. \nThe experience continues after the tour with Remember You Must Die\, an exhibition drawn from Ryan Matthew Cohn’s Memento Mori collection. Spanning ancient artifacts to contemporary pieces\, it looks at how earlier generations faced death through art\, ritual\, remembrance\, and spiritual practice. \nIt’s a fitting stop on any October outing in Sleepy Hollow Country. \nDetails: Tickets are $38 per person and required for every guest. Timed entry varies by day. Because the tour frequently touches on 19th-century illness\, disaster\, and death\, it’s open to ages 12 and up. The route includes three flights of stairs and extended standing\, so it isn’t accessible for wheelchair users or those with limited mobility. Free on-site parking is limited\, so carpooling is encouraged\, and guests should arrive no more than 15 minutes early.
URL:https://visitsleepyhollow.com/event/myths-mysteries-of-the-octagon-house-2-2/2026-10-15/
LOCATION:Armour-Stiner Octagon House\, 45 W Clinton Avenue\, Irvington\, NY\, 10533\, United States
CATEGORIES:Historic House Tour
ATTACH;FMTTYPE=image/webp:https://visitsleepyhollow.com/wp-content/uploads/2022/09/Myths-and-Mysteries-2026.jpg.webp
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20261015T180000
DTEND;TZID=America/New_York:20261015T210000
DTSTAMP:20260817T205449Z
CREATED:20260817T192321Z
LAST-MODIFIED:20260817T205449Z
UID:10020244-1792087200-1792098000@visitsleepyhollow.com
SUMMARY:Masque of the Red Death at Lyndhurst
DESCRIPTION:This October\, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero\, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room to room with delight and dread as the story of the doomed revelers unfolds around you. \nPerformed and produced by the Irvington Shakespeare Company\, this feverish masquerade unfolds over an evening inside one of the Hudson Valley’s great Gothic Revival houses — a fitting stage for Poe\, and a perfect one for Halloween. \nKnow before you go: \n\nGeneral admission $45 + service fees; recommended for ages 12 and up\nSelect evenings\, October 15–30\, 6:00–9:00 PM — choose your date and entry time when you book\nAn immersive\, walk-through experience involving long periods of standing and stairs; the mansion has no elevator\nArrive 15 minutes early; check in at the Welcome Center (accessible restroom available)\nNo large bags\, backpacks\, or strollers in the mansion\nTickets are non-refundable; performances do sell out\nFor group or special-needs reservations\, call 914-303-6844 in advance\n\nWhy this is a must for Sleepy Hollow visitors: Poe and the Hudson Valley’s Gothic imagination go hand in hand\, and there are few better settings for his most feverish tale than a candlelit Lyndhurst after dark. Make an evening of it and see what else fills Halloween season in Sleepy Hollow.
URL:https://visitsleepyhollow.com/event/masque-of-the-red-death-at-lyndhurst/2026-10-15/
LOCATION:Lyndhurst\, 635 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Performing Arts
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ORGANIZER;CN="Irvington Shakespeare Company":MAILTO:info@irvshakespeare.org
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DTSTART;TZID=America/New_York:20261015T180000
DTEND;TZID=America/New_York:20261015T213000
DTSTAMP:20260804T125620Z
CREATED:20260804T124154Z
LAST-MODIFIED:20260804T125620Z
UID:10020061-1792087200-1792099800@visitsleepyhollow.com
SUMMARY:The Great Jack O'Lantern Blaze
DESCRIPTION:More than 7\,000 hand-carved jack o’lanterns light up the riverside grounds of Van Cortlandt Manor.\nTen acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs\, a working carousel\, a planetarium built entirely of glowing gourds\, and the Headless Horseman riding out of the dark. \nArches\, tunnels\, and clearings open up where the pumpkins climb well above head height\, all of it lit in sequence and scored to an original soundtrack\, so the light moves with the music and the walk keeps reintroducing itself around each bend. \nNew for 2026: a longer path with more displays than any previous season\, movie-monster photo ops\, storybook characters carved to look like they’ve stepped off the page\, and a full pumpkin dance party. \nSpooky\, not scary. No jump scares\, no actors chasing you — it works as well for a six-year-old as for the friend who claims they’ve outgrown Halloween. \nTwo ticketed add-ons let you step off the trail midway: the Gourd & Goblet Tavern\, inside the manor’s 18th-century brick tavern\, and the Headless Horseman’s Hideaway\, a pop-up lounge with visits from the Horseman himself. Both must be booked in advance. \nAdvance tickets only — nothing is sold at the gate\, and dates sell out. FLEX tickets get you in on any open night\, even when the calendar is full. \n2026 dates: Select dates\, September 18-November 8. Open every night in October. Entry times vary by date.
URL:https://visitsleepyhollow.com/event/the-great-jack-olantern-blaze-8/2026-10-15/
LOCATION:Van Cortlandt Manor\, 525 S Riverside Avenue\, Croton-on-Hudson\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Walks and Tours
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ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
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DTSTART;TZID=America/New_York:20261015T193000
DTEND;TZID=America/New_York:20261015T210000
DTSTAMP:20260812T194639Z
CREATED:20260812T194639Z
LAST-MODIFIED:20260812T194639Z
UID:10020229-1792092600-1792098000@visitsleepyhollow.com
SUMMARY:Peek-a-Boo (An Immersive Hudson Valley Haunt)
DESCRIPTION:Back by popular demand\, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt)\, now with new secret scenes to keep patrons coming back for more. \nWritten by Meghan Covington and directed by Jessica Irons\, Peek-A-Boo is inspired by the real Peek-a-Boo flats of Tarrytown\, NY as well as popular historical figures from the Hudson Valley Region. The Peek-a-Boo\, a popular yet controversial club located on Wildey Street in Tarrytown in the early 20th century\, was often criticized by local residents. Yet\, the flats never had a shortage of customers. \nIn this production\, patrons are invited to go back in time to the Peek-a-Boo (Bethany Arts Community) and attend a 1920’s style vaudeville/burlesque show. There they can drink the potions\, delight in the dancers\, and let their senses run wild. Once they are spellbound\, patrons can then follow characters such as Hulda the Witch\, John Andre\, and Sadie the Goat on their journeys throughout the Peek-a-boo\, learning dark secrets and scandalous confessions. Scary storytelling and immersive theatre combine to make this show the perfect Halloween experience for Hudson Valley residents and tourists alike. \n\n\n\n\n\nPatrons should note that this production is intended for mature audiences only. 
URL:https://visitsleepyhollow.com/event/peek-a-boo-an-immersive-hudson-valley-haunt-3/2026-10-15/
LOCATION:Bethany Arts Community\, 40 Somerstown Road\, Ossining\, NY\, 10562\, United States
CATEGORIES:Performing Arts
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ORGANIZER;CN="River's Edge Theatre Company":MAILTO:riversedgetheatreco@gmail.com
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DTSTART;TZID=America/New_York:20261015T193000
DTEND;TZID=America/New_York:20261015T213000
DTSTAMP:20260921T193912Z
CREATED:20260921T193839Z
LAST-MODIFIED:20260921T193912Z
UID:10020472-1792092600-1792099800@visitsleepyhollow.com
SUMMARY:Murder and Mayhem Walking Tour
DESCRIPTION:The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim\, you just might have nightmares! \nCurious to learn about a family that lost 5 children one terrible afternoon\, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his father before turning the gun on himself\, and a daughter who poisoned her mother? If so\, then this is the tour for you! \nSubject matter is not suitable for children under 18. For the enjoyment of all tour goers\, thank you for respecting this policy. \nDates: October and November\, every Saturday night through Thanksgiving weekend. Thursday nights from September 24th through November 12th. Check individual dates for start times.
URL:https://visitsleepyhollow.com/event/murder-and-mayhem-walking-tour-25/2026-10-15/
LOCATION:Sleepy Hollow Cemetery North Gate\, 540 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Outdoors,Walks and Tours
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ORGANIZER;CN="Sleepy Hollow Cemetery":MAILTO:info@sleepyhollowcemetery.org
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DTSTART;TZID=America/New_York:20261016T100000
DTEND;TZID=America/New_York:20261016T161500
DTSTAMP:20260804T211826Z
CREATED:20260804T211552Z
LAST-MODIFIED:20260804T211826Z
UID:10020147-1792144800-1792167300@visitsleepyhollow.com
SUMMARY:The Headless Horseman Files
DESCRIPTION:Four suspects\, one missing schoolmaster\, and 45 minutes to work out what happened — Sleepy Hollow’s whodunit\, staged in broad daylight.\nA guide walks you through the grounds of Philipsburg Manor\, where the townsfolk of 1790 are waiting with their alibis. Fiery Hans Van Ripper\, charming Katrina Van Tassel\, spectral Hulda the Witch\, and bold Brom Bones each have a story about the night Ichabod Crane disappeared — and each has a motive. You gather the clues and reach your own verdict. \nSomething is lurking in the shadows\, too. The Headless Horseman doesn’t wait for nightfall here. \nRecommended for ages 8+. One stretch takes place in near-darkness. Timed admission; advance tickets recommended.
URL:https://visitsleepyhollow.com/event/the-headless-horseman-files-2/2026-10-16/
LOCATION:Philipsburg Manor\, 381 North Broadway\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Outdoors,Storytelling,Walks and Tours
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2025/09/070725_HHV_Marketing_008-scaled.jpg
ORGANIZER;CN="Historic Hudson Valley":MAILTO:info@hudsonvalley.org
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