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X-WR-CALDESC:Events for Visit Sleepy Hollow
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DTSTART;TZID=America/New_York:20261010T120000
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DTSTAMP:20260805T120114Z
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UID:10020155-1791633600-1791651600@visitsleepyhollow.com
SUMMARY:SUP Witches Festival
DESCRIPTION:Hundreds of costumed witches\, warlocks\, and wizards paddle the Hudson River off Kingsland Point Park in one of Sleepy Hollow’s signature Halloween traditions.\nOn shore\, “Witches Hollow” brings live music\, food\, local brews\, and vendors; on the water\, a mass costumed paddle launches in the early afternoon for a group photo taken mid-river. It’s been covered by the New York Times and Smithsonian\, and you don’t have to paddle to enjoy it — spectators are welcome all afternoon. \nFestival tickets are $8 in advance\, $10 on the day; kids under 8 free with an adult. Paddlers must pre-register by October 7 (from $35)\, come in costume\, and bring a paddle leash and PFD — previous paddle experience required. \nRain date: Sunday\, October 11. All ages welcome. \nPhoto by Greg Sego @gregsego
URL:https://visitsleepyhollow.com/event/sup-witches-festival/
LOCATION:Kingsland Point Park\, 299 Palmer Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/08/296430396_1074320196557517_8367103295036286966_n.jpg
ORGANIZER;CN="Rivertowns SUP & Yoga":MAILTO:tara@rivertownssupyoga.com
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DTSTART;TZID=America/New_York:20261011T120000
DTEND;TZID=America/New_York:20261011T180000
DTSTAMP:20260924T013226Z
CREATED:20260923T220606Z
LAST-MODIFIED:20260924T013226Z
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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
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DTSTART;TZID=America/New_York:20261017T100000
DTEND;TZID=America/New_York:20261017T160000
DTSTAMP:20260918T161450Z
CREATED:20260820T192157Z
LAST-MODIFIED:20260918T161450Z
UID:10020253-1792231200-1792252800@visitsleepyhollow.com
SUMMARY:Christ Church/San Marcos Annual Fall Fair
DESCRIPTION:Christ Church San Marcos\, the historic Episcopal parish in Tarrytown where Washington Irving once worshipped\, brings back its beloved Fall Fair on October 17\, 2026\, from 10 am to 4 pm — free and open to all. Now in its 187th year\, the fair is one of Sleepy Hollow Country’s longest-running community traditions\, tracing back to a fundraiser held by the church’s Ladies’ Sewing Society in 1839. \nBrowse the Boutique for art\, jewelry\, and collectibles\, hunt for deals in the White Elephant sale\, or go thrifting for vintage finds at the Clothing Closet. Take a break at the International Café for lunch and homemade treats\, then enjoy live music\, and crafts and games for kids — a fun day out for the whole family. Don’t miss a historic tour of the church itself for a glimpse of old Tarrytown. \nA living piece of Sleepy Hollow history: Founded in 1836\, Christ Church grew from a small country church into the gothic-revival landmark that stands today\, and merged with its sister parish\, St. Mark’s\, in 1952. Washington Irving — author of “The Legend of Sleepy Hollow” — was a devoted parishioner\, serving as vestryman\, warden\, and Sunday School teacher until his death in 1859; his pew is still marked in the sanctuary\, and the ivy on the church walls was cut from his home\, Sunnyside. Today the parish\, led by the Rev. William M. Baker\, continues that spirit of community service: its church hall has housed the Community Food Pantry of Sleepy Hollow and Tarrytown since 2009\, and it also runs a Clothing Closet\, the Susan Fund youth scholarship program\, Saturday night concerts\, and the annual Day of Defiant Hope social justice forum. \n\nMake a Day of It \nThe Fall Fair runs 10 AM–4 PM\, so it pairs easily with other free shopping events happening the same day nearby. \n\nTaSH Farmers Market (Tarrytown) — 8:30 AM–1:30 PM\, free. Fresh Hudson Valley produce\, bread\, flowers\, wine & beer. A good first stop before the Fall Fair opens.\nHudson Valley Writers Center Goblin Market (Sleepy Hollow) — 10 AM–3 PM\, free. Hudson Valley Writers Center opens its historic building for an October pop up with local artists and creators! Drop in for artwork\, crafts\, and other goods from Sleepy Hollow creators.\nWarner Library Fall Book Sale (Tarrytown) — 10 AM–5 PM\, free. Browse for books to round out the goods-and-crafts theme.
URL:https://visitsleepyhollow.com/event/christ-church-san-marcos-fall-fair-2026/
LOCATION:Christ Church San Marcos\, 43 South Broadway\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Markets
ATTACH;FMTTYPE=image/png:https://visitsleepyhollow.com/wp-content/uploads/2026/08/christ-church-fall-fair-187th-2026.png
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DTSTART;TZID=America/New_York:20261018T120000
DTEND;TZID=America/New_York:20261018T180000
DTSTAMP:20260924T013226Z
CREATED:20260923T220606Z
LAST-MODIFIED:20260924T013226Z
UID:10020520-1792324800-1792346400@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/2026-10-18/
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
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DTSTART;TZID=America/New_York:20261023T170000
DTEND;TZID=America/New_York:20261023T210000
DTSTAMP:20261020T153706Z
CREATED:20261020T151901Z
LAST-MODIFIED:20261020T153706Z
UID:10021314-1792774800-1792789200@visitsleepyhollow.com
SUMMARY:Food Truck Friday
DESCRIPTION:Kick off your weekend with great food\, community\, and seasonal fun along the river! \nDelicious Eats: A lineup of local food trucks plus sweet treats from Jimmy’s Soft Serve ice cream. \nAdult Beverages: Enjoy drinks on-site by Captain Lawrence Brewing Co. \nLive Music: Rock out to tunes by Might and the Weevils. \nFamily Fun: Kids’ inflatables and face painting—and costumes are strongly encouraged! \nSpecial Celebrations: Help the Sleepy Hollow Fire Department celebrate their 150th anniversary with a special fire truck on display. \nScenic Photo Ops: Snap a picture at the stunning Pumpkin Arch along the river. \nBring your family\, friends\, and your best costume for a festive autumn evening!
URL:https://visitsleepyhollow.com/event/food-truck-friday/
LOCATION:Sleepy Hollow River Walk Park\, Westward Drive\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Food,Music,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2026/10/Frightening-Food-Truck-Friday-at-Sunset.jpg
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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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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
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