Visit Sleepy Hollow
Where the Legend Lives
Sponsored
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Tarrytown 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 picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Free
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1 event,
Tarrytown 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 picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Free
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2 events,
Enjoy 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 River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Free
Tusk is the number one Tribute to Fleetwood Mac in the world, bar none. No fancy tricks, no gimmicks, just five musicians recreating the music of Fleetwood Mac to perfection with note for note renditions that no other Fleetwood Mac tribute on the touring scene today can come close to duplicating. Tusk covers all the …
$47.50 – $57.50
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As global ambassadors of Irish heritage and storytelling, The High Kings have consistently brought the timeless tradition of folk music to audiences worldwide, earning them chart-topping success and widespread acclaim. With their signature blend of classic tradition and modern edge, The Rocky Road Tour promises to be a vibrant showcase of Irish culture, energy, and …
$37.50 – $67.50
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2 events,
Tarrytown 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 picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Free
Rock and roll legend Todd Rundgren brings his Damned If I Do Tour to Tarrytown Music Hall for an unforgettable night with one of music's most inventive and genre-defying artists. A multi-talented singer-songwriter and record producer, Rundgren began his career in the 1960s as a member of the psychedelic rock band Nazz before embarking on …
$77.50 – $108.50
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1 event,
Enjoy 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 River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Free
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1 event,
On Stage Together! Craig Finn is a Minnesota-bred singer/songwriter based in New York City, best known as the singer of The Hold Steady. Finn spent the ’90’s leading Minneapolis indie band Lifter Puller, which released 3 albums and an EP. After relocating to New York, he joined with Lifter Puller member Tad Kubler to form …
$49.50 – $59.50
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1 event,
Tarrytown 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 picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Free
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1 event,
Enjoy 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 River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Free
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1 event,
EagleMania has dedicated themselves to faithfully reproducing the music of The Eagles. Since their inception, EagleMania has been thrilling audiences all over the country with their stunning five part harmony and their uncanny ability to emulate the unmistakable sound of The Eagles. Their show consists of the Eagles’ greatest hits, as well as some of …
$42.50 – $43.50
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1 event,
Tarrytown 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 picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …
Free
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1 event,
Enjoy 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 River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …
Free
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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.