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. Hear a spoken word …
Free – $14
25 events found.
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Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States
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TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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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 is fresh …
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 1. Main Street transforms into an outdoor market with food, music, local retailers, …
Free -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 -
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 is fresh …
Free -
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 -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 is fresh …
Free -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 is fresh …
Free -
Tarrytown Outdoor Summer Concert Series
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesTarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Free -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 …
Free -
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 is fresh …
Free -
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Postponed Tarrytown Outdoor Summer Concert Series
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesTarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Free -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 is fresh …
Free -
Sunset Jazz at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesEnjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …
Free – $10 -
Tarrytown Outdoor Summer Concert Series
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesTarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …
Free -
Jazz at Pierson Park
Pierson Park 238 West Main Street, Tarrytown, NY, United StatesEnjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …
Free -
TaSH Farmers Market
Patriots Park Patriots Park, Tarrytown, NY, United StatesStop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …
Free -
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 is fresh …
Free -
Sunset Jazz at Lyndhurst
Lyndhurst 635 South Broadway, Tarrytown, NY, United StatesEnjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …
Free – $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.