The Pinkster Festival
Join 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. Pinkster (the Dutch word …
Free – $14
25 events found.
Sponsored
Outdoors
Events
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Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States
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Rip Van Winkle’s Journey
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesNEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one …
$65 -
Murder and Mayhem Walking Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesThe true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children …
$50 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$45 -
Rip Van Winkle’s Journey
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesNEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one …
$65 -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live …
Free -
Rip Van Winkle’s Journey
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesNEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one …
$65 -
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesStep back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …
$45 -
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The Hill – Stories from Spoon River
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still …
$45 -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live …
Free -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 177-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$30 -
Rip Van Winkle’s Journey
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesNEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one …
$65 -
The Hill – Stories from Spoon River
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still …
$45 -
Irvington Farmers Market
Main Street School 101 Main Street, Irvington, NY, United StatesEnjoy 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 …
Free -
Tarrytown Street Fair
Main Street, Tarrytown Main Street, Tarrytown, NY, United StatesThe Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 7. Main Street transforms into an outdoor market with food, music, local retailers, …
Free -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 177-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$30 -
The Hill – Stories from Spoon River
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still …
$45 -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live …
Free -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of …
$20 -
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesSoak up the beauty of this 177-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect …
$30 -
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United StatesThe Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of …
$20 -
Rip Van Winkle’s Journey
Sunnyside 3 W Sunnyside Lane, Irvington, NY, United StatesNEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one …
$65 -
The Hill – Stories from Spoon River
Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United StatesSleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still …
$45 -
Irvington Farmers Market
Main Street School 101 Main Street, Irvington, NY, United StatesEnjoy 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 …
Free -
Historical Society Strawberry Festival
The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United StatesMark your calendar for a slice of pure Americana! Now in its 59th year, the Historical Society Strawberry Festival is one of the our most beloved summer traditions — a …
$10
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.