SUP Witches of Sleepy Hollow Festival
Searching for a wicked sight? Come to Kingsland Point Park for the 5th annual SUP Witches Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. Join …
Free
25 events found.
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Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States
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Tarrytown’s Trunk or Treat
Tarrytown Recreation Center 238 West Main Street, Tarrytown, NY, United StatesFor a little pre-Halloween fun, decorate your vehicle and give out candy to children of the community dressed in costumes! A best decorated car prize will be awarded. To participate, …
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Winkle vs. Horseman and Halloween Block Party
110 Main Street 110 Main Street, Irvington, NYHalloween Block Party featuring Halloween crafts, games, a mirror maze, face painting, and shopping/activities for adults, including a beer garden hosted by Climbing Wolf! Also included are two 30-minute Rivertowns Playhouse performances of Rip Van Winkle …
$15 – $25 -
Christ Church Fall Fair
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesChrist Episcopal Church in Tarrytown, where Washington Irving once worshipped, is thrilled to bring back its Fall Fair in 2024! From 10 am to 4 pm, visitors can shop for …
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Scarecrow’s Ball
The Good Witch Coffee Bar 134 Southside Avenue, Hastings-On-Hudson, NY, United StatesThe Good Witch Coffee Bar's Scarecrow’s Ball is an all-day, Oz-themed Halloween extravaganza with a dash of magic and a sprinkle of mischief. It’s got everything from “witchy” brews to …
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Tarrytown and Sleepy Hollow Winter Stroll
Main Street, Tarrytown Main Street, Tarrytown, NY, United StatesPhoto by Jessie Spellman Mignone. Join us for a magical evening at the Tarrytown and Sleepy Hollow Winter Stroll! Experience the charm of the season as our historic towns come …
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The ReelAbilities Film Festival: The Paper Bag Plan
The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United StatesRecommended for ages 18+, doors open at 5:30 pm. As part of the 17th Annual ReelAbilities Film Festival: New York– the world’s largest showcase of accessible international cinema by and …
$5 – $8 -
The ReelAbilities Film Festival: We Are Athletes and The 17%
The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United StatesWe Are Athletes (Dir. Angel Gates Fonseca, 37 mins) and The 17% (Dir. Aaron Johnson, 13 mins) Recommended for ages 18+, doors open at 2:00 pm. As part of the …
$5 – $8 -
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Christ Church Spring Fling
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesCelebrate the arrival of spring with live jazz and hors d'oeurvres. Silent auction and bake sale. All proceeds benefit Christ Church San Marcos outreach in the local community and around …
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The Pinkster Festival
Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United StatesJoin Philipsburg Manor for a day filled with art, poetry, live music, dance, and storytelling that celebrates and commemorates the region’s African American history and culture. Hear a spoken word …
Free – $14 -
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Sleepy Hollow Music Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesSleepy Hollow Music Festival returns to the banks of the Hudson on Saturday, June 7 for a family-friendly kickoff to summer! Music fans will enjoy 12 bands across two stages, …
$65 – $185 -
Historical Society Strawberry Festival
The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United StatesThe 57th annual Historical Society strawberry festival is a hometown tradition! Come enjoy strawberry shortcake, ice cream, iced tea and lemonade on the society's lawn. It's like a Norman Rockwell …
$10 -
Day of Defiant Hope
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesSocial activists and human rights advocates unite to build stronger communities at this networking and information forum for a more just world. Exhibitors, presentations, music, dialogue, action plans. As of …
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Sleepy Hollow Mermaid Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesThe Sleepy Hollow Mermaid Festival is a community celebration that encourages Hudson River access and education. The Festival's mission is to connect residents with the river today so we can …
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Fall Crafts at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesFall Crafts at Lyndhurst returns in 2025 from September 12 through September 14! Visitors can spend the day with family and friends shopping for original fashions, accessories, jewelry, home décor, …
$6 – $16 -
Fall Crafts at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesFall Crafts at Lyndhurst returns in 2025 from September 12 through September 14! Visitors can spend the day with family and friends shopping for original fashions, accessories, jewelry, home décor, …
$6 – $16 -
Fall Crafts at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesFall Crafts at Lyndhurst returns in 2025 from September 12 through September 14! Visitors can spend the day with family and friends shopping for original fashions, accessories, jewelry, home décor, …
$6 – $16 -
Aquefest!
Aqueduct Keepers House 15 Walnut Street, Dobbs Ferry, NYGet ready for Aquefest! Come to the Keeper’s House to celebrate the Aqueduct and life on the trail with Goat On A Boat Puppets, a petting farm, the Rivertown Ramblers, …
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Lyndhurst Halloween Opening Season Party
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesThis event is still brewing! Tickets will go on sale in August 2025! Halloween season always starts early in Sleepy Hollow Country, so come kick off the spookiest time of …
$100 – $125 -
Sleepy Hollow Oktoberfest
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesSleepy Hollow's 13th Annual Oktoberfest in Kingsland Point Park! Feast on German food and beer from local eateries and dance to live Bavarian music at Sleepy Hollow's annual Oktoberfest! Cider …
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Blessing of the Animals
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesBlessing of the Animals brings together furry friends, fish & fowl, snakes, bugs, zebras & elephants. Pets and people of all faiths, and no faith, are welcome! The Blessing takes …
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Rockland Beer and Food Festival
German Masonic Park 89 Western Hwy S, Tappan, NYThe Rockland Beer and Food Festival brings together the region's finest breweries and food vendors for an unforgettable weekend of flavors, fun, and festivities. This is Rockland County's BIGGEST premier …
$40 – $75 -
Postponed SUP Witches of Sleepy Hollow Festival
Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United StatesSearching for a wicked sight? Come to Kingsland Point Park for the 6th annual SUP Witches Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. Join …
$8 -
Rockland Beer and Food Festival
German Masonic Park 89 Western Hwy S, Tappan, NYThe Rockland Beer and Food Festival brings together the region's finest breweries and food vendors for an unforgettable weekend of flavors, fun, and festivities. This is Rockland County's BIGGEST premier …
$40 – $75 -
Christ Church/San Marcos 186th Annual Fall Fair
Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United StatesChrist Episcopal Church in Tarrytown, where Washington Irving once worshipped, is thrilled to bring back its Fall Fair in 2025! From 10 am to 4 pm, visitors can shop for …
Free
There's something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.