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  • TUSK: The Classic Fleetwood Mac Tribute

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

    Tusk has been criss-crossing the country since 2008 as The Ultimate Fleetwood Mac Tribute. But of all the Fleetwood Mac tributes playing around the United States today, what exactly sets …

    $45.50 – $55.50
  • Troy Ramey | Visiting Artist

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

    Get ready for an incredible night of songs and stories with up-and-coming songwriter/storyteller Troy Ramey — the soulful singer-songwriter who brought Celine Dion to tears, turned all 4 chairs on …

    $50 – $75
  • Legends of Country Rock

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

    Don’t miss an unforgettable experience at Tarrytown Music Hall as Pure Prairie League, Richie Furay, and Firefall take the stage to perform their iconic hits. From their beginnings in mid-Sixties …

    $75.50 – $110.50
  • Al Di Meola – Acoustic Band

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

    Al Di Meola, a living legend in the world of guitar, has been at the forefront of contemporary music for over five decades. His innovative blend of complex rhythmic syncopation, …

    $45.50 – $75.50
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy 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
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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 …

    Free
  • Ryan Adams: Heartbreaker ’25 World Tour

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

    Celebrating 25 years of Heartbreaker! Ryan Adams is a seven-time Grammy nominated singer-songwriter praised as “one of rock’s most talented songwriters”. Formerly fronting rock-americana groups Whiskeytown and Ryan Adams & …

    $64 – $101
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy 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
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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 …

    Free
  • Rosanne Cash

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

    A special duo performance with her husband and acclaimed Grammy winning songwriter and guitarist John Leventhal. “One of the most ambitious and literary songwriters of her generation” (Rolling Stone), Rosanne …

    $55.50 – $95.50
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy 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
  • Canceled Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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 …

    Free
  • The High Kings

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

    The High Kings, compromising of Finbarr Clancy, Darren Holden, Paul O' Brien and Brian Dunphy have held the position as the distinctive voice of Irish Folk music across the world …

    $44 – $64
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy 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
  • Nick Lowe & Los Straitjackets

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

    Nick Lowe has made his mark as a producer (Elvis Costello-Graham Parker-Pretenders-The Damned), songwriter of at least three songs you know by heart, short-lived career as a pop star, and …

    $45.50 – $65.50
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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 …

    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.