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  • Hilby: The Skinny German Juggle Boy

    The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United States

    Come experience the joy and wonder of Hilby, the master of extraordinary circus talent! From towering unicycles of all sizes to juggling unexpected objects like bowling balls and hedge trimmers, …

    Free – $18
  • Megan Moore, mezzo-soprano, with Francesco Barfoed

    Friends Of Music Concerts
    Kusel Auditorium at Sleepy Hollow High School 210 North Broadway, Sleepy Hollow, NY, United States

    Megan Moore had a busy opera season in 2024, appearing as Donna Elvira in “Don Giovanni” with San Diego Opera, as Rosina in “The Barber of Seville” with Seattle Opera …

    $40
  • Rodgers: An Afternoon of Song and Story

    The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United States

    The Golden Ticket Series returns for another afternoon honoring the iconic work of Richard Rodgers, who wrote some of the most famous musicals of all time, including, “The Sound of …

    $50 – $60
  • Harmony Zhu, piano

    Friends Of Music Concerts
    Kusel Auditorium at Sleepy Hollow High School 210 North Broadway, Sleepy Hollow, NY, United States

    Still in her teens, Harmony Zhu, our YCA Performance Award winner, has already had a remarkable career. She won the 2021 Young Concert Artists Susan Wadsworth International Auditions and, at …

    $40
  • The Jackie Mason Musical

    Irvington Theater Performances
    Irvington Theater 85 Main Street, Irvington, NY, United States

    A hilarious musical comedy based on the whirlwind romance of legendary comedian Jackie Mason and the playwright of the show, featuring their lovechild Sheba Mason, Ian Wehrle — the renowned …

    $48 – $63
  • The Jackie Mason Musical

    Irvington Theater Performances
    Irvington Theater 85 Main Street, Irvington, NY, United States

    A hilarious musical comedy based on the whirlwind romance of legendary comedian Jackie Mason and the playwright of the show, featuring their lovechild Sheba Mason, Ian Wehrle — the renowned …

    $48 – $63
  • Sleepy Hollow Show & Tell

    Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow, NY, United States

    Mayday! M'aidez! When it feels like the end-times, what object do you grab before you make a run for it? What's in your go-bag? What's the precious thing in your …

    $5
  • Adam Pascal & Anthony Rapp

    Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Adam Pascal and Anthony Rapp, original stars of RENT, team up in a brand new duo show celebrating 30 years of friendship and music! Adam and Anthony bring their friendship …

    $45.50 – $75.50

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.