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X-WR-CALDESC:Events for Visit Sleepy Hollow
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DTSTART;TZID=America/New_York:20260927T100000
DTEND;TZID=America/New_York:20260927T170000
DTSTAMP:20260924T182248Z
CREATED:20260611T175727Z
LAST-MODIFIED:20260924T182248Z
UID:10019803-1790503200-1790528400@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:Beekman Avenue closes to cars\, fills with 145 vendors\, and Sleepy Hollow starts its Halloween season.\n\n\n\nThe Street Fair is the village’s unofficial opening bell for autumn — a free\, walkable Sunday on Beekman Avenue with the whole street given over to arts and crafts stalls\, food trucks\, local shops with their doors propped open\, and a good deal of Halloween merchandise arriving a full six weeks early. \n\n\n\nPresented by the Sleepy Hollow Tarrytown Chamber of Commerce\, it’s the rare fall event here that costs nothing\, needs no ticket\, and welcomes dogs. \n\n\n\nWhat you’ll find\n\n\n\n\n145+ vendors selling handmade jewelry\, ceramics\, candles\, prints\, woodwork\, vintage\, and a deep bench of witchy and Halloween-themed goods\n\n\n\nFood and drink from local eateries and visiting vendors — wood-fired pizza\, lobster rolls\, pretzels\, kettle corn\, soft serve\, Greek\, Peruvian\, and sangria and spirits for the grown-ups\n\n\n\nLive music from duos stationed at the top\, middle\, and bottom of Beekman\, plus an Andean flutes band in the Beekman lot\n\n\n\nThe Headless Horseman\, posted near the corner of Beekman and Broadway (Route 9)\, outside Ganso Ramen\n\n\n\nWitches Along the Hudson at Beekman and Pocantico Street\n\n\n\nA Kids’ Zone in the Beekman parking lot\, plus face painting\n\n\n\n\nKnow before you go\n\n\n\n\nWhen: Sunday\, September 27\, 2026\, 10 am to 5 pm. Street fair is rain or shine so dress for the weather!\n\n\n\nWhere: Beekman Avenue\, Sleepy Hollow\, between Pocantico Street and Broadway (Route 9)\n\n\n\nCost: Free. No tickets\, no registration.\n\n\n\nDogs: Welcome\, and plenty come. Bring water on a warm September day.\n\n\n\nGetting there: Beekman Avenue is closed to traffic for the day\, so plan to park off the fair route and walk in. There is metered parking on nearby streets as well as municipal lots in adjacent Tarrytown. Coming by rail is easy — see our guide to visiting Sleepy Hollow without a car.\n\n\n\nBest for: Browsers and grazers. Come hungry\, bring a tote\, and give yourself two hours if you want to make it up and down the whole avenue.\n\n\n\nQuestions: Sleepy Hollow Tarrytown Chamber of Commerce\, 914-538-3156\n\n\n\n\nMake a weekend of it\n\n\n\nThe village’s shops\, galleries\, and antique stores are open too\, and Fall Crafts at Lyndhurst runs Friday through Sunday\, September 18–20\, three miles south — 200+ makers\, tickets from $13. Both run 10 to 5 on Sunday\, so catch the craft show Friday or Saturday and keep Sunday free for Beekman Avenue. It all kicks off Halloween in Sleepy Hollow Country.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair-6/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Markets,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20250921T100000
DTEND;TZID=America/New_York:20250921T160000
DTSTAMP:20250206T200142Z
CREATED:20250206T192631Z
LAST-MODIFIED:20250206T200142Z
UID:10016614-1758448800-1758470400@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:Discover the magic of autumn at the Sleepy Hollow Street Fair\, presented by the Sleepy Hollow Tarrytown Chamber of Commerce! On Sunday\, September 21\, immerse yourself in a bustling community event with nearly 200 vendors showcasing a diverse array of crafts\, cuisine\, and local delights. From handmade treasures to delectable treats\, there’s something to enchant every visitor. Enjoy live music\, family activities\, and the vibrant atmosphere of downtown Sleepy Hollow. Join us for a day filled with community spirit\, festive fun\, and an appearance by the Headless Horseman! \n\n\n\nFall is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides\, Gothic mansions\, blazing pumpkins\, farmers markets\, live music\, 5K run (costumes welcome!)\, Halloween parade\, and of course\, the Headless Horseman! If your visit includes the third weekend of September\, be sure to stop by the Sleepy Hollow Street Fair! \n\nExplore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries\, gift shops and antique stores.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair-5/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Markets,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20241005T100000
DTEND;TZID=America/New_York:20241005T160000
DTSTAMP:20241006T171207Z
CREATED:20240110T145447Z
LAST-MODIFIED:20241006T171207Z
UID:10011816-1728122400-1728144000@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:Discover the magic of autumn at the Sleepy Hollow Street Fair\, presented by the Sleepy Hollow Tarrytown Chamber of Commerce! This October 5\, immerse yourself in a bustling community event with nearly 200 vendors showcasing a diverse array of crafts\, cuisine\, and local delights. From handmade treasures to delectable treats\, there’s something to enchant every visitor. Enjoy live music\, family activities\, and the vibrant atmosphere of downtown Sleepy Hollow. Join us for a day filled with community spirit\, festive fun\, and an appearance by the Headless Horseman! \n\n\n\nOctober is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides\, Gothic mansions\, blazing pumpkins\, farmers markets\, live music\, 5K run (costumes welcome!)\, Halloween parade\, and of course\, the Headless Horseman! If your visit includes the first weekend of October\, be sure to stop by the Sleepy Hollow Street Fair! \n\nExplore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries\, gift shops and antique stores.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair-4/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Markets,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240914T140000
DTEND;TZID=America/New_York:20240914T220000
DTSTAMP:20240914T125015Z
CREATED:20240802T185800Z
LAST-MODIFIED:20240914T125015Z
UID:10014615-1726322400-1726351200@visitsleepyhollow.com
SUMMARY:Sleepy Hollow 150th Anniversary Block Party
DESCRIPTION:Get ready for the most epic Block Party of the year! Everyone’s invited to the Sleepy Hollow Block Party on Saturday\, Sept. 14\, from 2 pm – 10 pm! Join us for the fun-filled\, family-friendly events! \nBlock out your calendar! The tentative event schedule is as follows: \n\n2:00 – Gather at Patriot’s Park for the Sleepy Hollow Block Party parade! See special guests like the Headless Horseman\, Big Nazo\, marching bands\, community groups\, fire trucks\, and special guests!\n2:30 – The parade will step off and head down Route 9 to Beekman Avenue for the Block Party.\n3:00 – Block Party celebration with food trucks\, vendors\, children’s activities including bouncy castles\, and more!\n3:15 Block & roll with music on the Main Stage! The lineup includes:\n3:15 – Cousins Moran\n5:15 – Russo Brothers\n7:00 – Food eating contest\, with Joey Chestnut\, ranked #1 in the world by Major League Eating\n8:00 – Fireworks!\n8:30 – Music continues with The Incumbents\n\nContribute to the time capsule! Help us celebrate 2024 in 2049!\nAs part of Sleepy Hollow’s 150th anniversary\, we’re creating a time capsule which will be buried in front of Village Hall! Donate special small items that can be placed in the capsule that represent life today in Sleepy Hollow. There will be a collection box staffed by the Historical Society of Sleepy Hollow and Tarrytown. The capsule will be opened in 2049 at Sleepy Hollow’s 175th anniversary celebration! \nParty with us! \nThis event is supported by a Market New York grant from Empire State Development and I LOVE NY/New York State’s Division of Tourism\, awarded through the Regional Economic Development Council initiative.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-block-party-2/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors,Parades
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2024/08/Sleepy-Hollow-Block-Party.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20231202T170000
DTEND;TZID=America/New_York:20231202T210000
DTSTAMP:20231025T175501Z
CREATED:20231025T145348Z
LAST-MODIFIED:20231025T175501Z
UID:10011550-1701536400-1701550800@visitsleepyhollow.com
SUMMARY:Tarrytown and Sleepy Hollow Winter Stroll
DESCRIPTION:Kick off the Holiday season on December 2nd with the third annual Sleepy Hollow and Tarrytown Winter Stroll!  Extended shopping hours\, outdoor dining\, story telling\, holly jolly trolley\, holiday treats\, carolers\, ugly sweater contest\, live entertainment and other special events! \n2023 date: December 2. 5 pm to 9 pm. \nWhere: Main Street\, Tarrytown\, NY 10591 \nFor info: https://www.sleepyhollowtarrytownchamber.com
URL:https://visitsleepyhollow.com/event/tarrytown-and-sleepy-hollow-winter-stroll-2/
LOCATION:Main Street\, Tarrytown\, Main Street\, Tarrytown\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2023/10/Winter-Stroll-STD-Digital-Ad_1080x1080_REVISED.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20231015T110000
DTEND;TZID=America/New_York:20231015T170000
DTSTAMP:20231011T180147Z
CREATED:20231011T180147Z
LAST-MODIFIED:20231011T180147Z
UID:10011543-1697367600-1697389200@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Sleepy Hollow Street Fair takes place this year on Saturday\, October 14th\, transforming Beekman Avenue into a huge outdoor market. Nearly 100 vendors draw thousands of visitors! \nOctober is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides\, Gothic mansions\, blazing pumpkins\, farmers markets\, live music\, 5K run (costumes welcome!)\, Halloween parade\, and of course\, the Headless Horseman! If your visit includes the second weekend of October\, be sure to stop by the Sleepy Hollow Street Fair where you will find food\, music\, local retailers\, arts & crafts\, plus Halloween and Holiday items! \nExplore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries\, gift shops and antique stores.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair-3/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20231014T100000
DTEND;TZID=America/New_York:20231014T160000
DTSTAMP:20231011T180122Z
CREATED:20230623T090506Z
LAST-MODIFIED:20231011T180122Z
UID:10006817-1697277600-1697299200@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Sleepy Hollow Street Fair takes place this year on Saturday\, October 14th\, transforming Beekman Avenue into a huge outdoor market. Nearly 100 vendors draw thousands of visitors! \nOctober is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides\, Gothic mansions\, blazing pumpkins\, farmers markets\, live music\, 5K run (costumes welcome!)\, Halloween parade\, and of course\, the Headless Horseman! If your visit includes the second weekend of October\, be sure to stop by the Sleepy Hollow Street Fair where you will find food\, music\, local retailers\, arts & crafts\, plus Halloween and Holiday items! \nExplore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries\, gift shops and antique stores.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair-2/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20230923T120000
DTEND;TZID=America/New_York:20230923T190000
DTSTAMP:20230922T115052Z
CREATED:20230905T174705Z
LAST-MODIFIED:20230922T115052Z
UID:10011380-1695470400-1695495600@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Cultural Festival
DESCRIPTION:Photo by Margaret Fox. \nA celebration of the many cultures represented in Sleepy Hollow including performances of traditional dances\, live music\, food and craft vendors\, and a community arts exhibition. There are also children’s activities including clowns\, magicians\, bouncy castle\, painting\, and much more! \nMusica en vivo gratis\, espectáculos de danza\, exhibición de arte comunitario. Vendedores de comida y artesanía. Actividades para niños: Payasos\, Castillo inflable\, Pintura\, y mucho más.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-cultural-festival-2/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/08/1015mfox_2021-edit.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20221022T170000
DTEND;TZID=America/New_York:20221022T230000
DTSTAMP:20220504T185309Z
CREATED:20220311T002047Z
LAST-MODIFIED:20220504T185309Z
UID:10005132-1666458000-1666479600@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Block Party
DESCRIPTION:Live music\, food trucks\, entertainment for the whole family! Dance the night away at the annual Sleepy Hollow Block Party before or after the Sleepy Hollow Haunted Hayride! \nBeekman Avenue from Washington Street to Broadway is closed to traffic both nights of the hayride. There’s lots to do before your wagon departs!
URL:https://visitsleepyhollow.com/event/sleepy-hollow-block-party/2022-10-22/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2020/08/block-party-scaled.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20221021T170000
DTEND;TZID=America/New_York:20221021T230000
DTSTAMP:20220504T185309Z
CREATED:20220311T002047Z
LAST-MODIFIED:20220504T185309Z
UID:10005131-1666371600-1666393200@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Block Party
DESCRIPTION:Live music\, food trucks\, entertainment for the whole family! Dance the night away at the annual Sleepy Hollow Block Party before or after the Sleepy Hollow Haunted Hayride! \nBeekman Avenue from Washington Street to Broadway is closed to traffic both nights of the hayride. There’s lots to do before your wagon departs!
URL:https://visitsleepyhollow.com/event/sleepy-hollow-block-party/2022-10-21/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2020/08/block-party-scaled.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20221008T100000
DTEND;TZID=America/New_York:20221008T160000
DTSTAMP:20221017T201219Z
CREATED:20220310T210839Z
LAST-MODIFIED:20221017T201219Z
UID:10005128-1665223200-1665244800@visitsleepyhollow.com
SUMMARY:Sleepy Hollow Street Fair
DESCRIPTION:The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Sleepy Hollow Street Fair takes place this year on Saturday\, October 8th\, transforming Beekman Avenue into an outdoor market. \nOctober is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides\, Gothic mansions\, blazing pumpkins\, farmers markets\, live music\, 5K run (costumes welcome!)\, Halloween parade\, and of course\, the Headless Horseman! If your visit includes the second weekend of October\, be sure to stop by the Sleepy Hollow Street Fair where you will find food\, music\, local retailers\, arts & crafts\, plus Halloween and Holiday items! \nExplore more local shopping at Tarrytown’s and Sleepy Hollow’s galleries\, gift shops and antique stores.
URL:https://visitsleepyhollow.com/event/sleepy-hollow-street-fair/
LOCATION:Beekman Avenue\, Sleepy Hollow\, Beekman Avenue\, Sleepy Hollow\, NY\, 10591\, United States
CATEGORIES:Family,Festivals,Outdoors
ATTACH;FMTTYPE=image/jpeg:https://visitsleepyhollow.com/wp-content/uploads/2022/03/sleepy-hollow-street-fair-j-g-scaled.jpg
ORGANIZER;CN="Sleepy Hollow Tarrytown Chamber of Commerce":MAILTO:info@sleepyhollowtarrytownchamber.com
END:VEVENT
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