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  • Banner ad for Sleepy Hollow Music Festival at Kingsland Point Park, June 8, 2024.

    Sleepy Hollow Music Festival

    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    The Headless Horseman rides again, but this time he’s heading for the main stage at Sleepy Hollow’s Kingsland Point Park, with its breathtaking view of the Hudson River, for the …

    $75
  • This is a promotional montage for Jazz is Dead at Tarrytown Music Hall.

    Jazz Is Dead

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

    Jazz Is Dead: Explorations Into The Music of Grateful Dead The legacy all-star instrumental ensemble, famous for interpretations of classic Grateful Dead songs with jazz influences, (re)assembled a killer line-up …

    $44 – $64
  • This is a promotional montage for Nick Lowe at Tarrytown Music Hall.

    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
  • This is a promotional montage for Will Downing at Tarrytown Music Hall.

    Will Downing

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

    With a career that spans over 32 years and 22 albums, Will Downing is one of the most versatile and loved voices of our time. Known as The Prince of …

    $68.50 – $88.50

  • This is a promotional montage for Justin Hayward and Christopher Cross at Tarrytown Music Hall.

    Justin Hayward & Christopher Cross

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

    Justin Hayward & Christopher Cross w/ special guest Mike Dawes Christopher Cross and Justin Hayward are joining forces for a special summer tour. Christopher Cross burst onto the music scene …

    $85 – $255
  • Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.

    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
  • This is a promotional montage for The Bacon Brothers at Tarrytown Music Hall.

    The Bacon Brothers Freestanding Tour

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

    The Bacon Brothers have spent the better part of three decades exploring their own mix of folk, rock, soul, and country music. They call that diverse sound “forosoco,” and it’s …

    $61 – $91
  • Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.

    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
  • This is a promotional montage for John Lodge at Tarrytown Music Hall.

    The Moody Blues’ John Lodge

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

    Rock & Roll Hall of Famer John Lodge is the legendary bass player, songwriter, and vocalist of The Moody Blues. Following the critically acclaimed and sold out shows this year, …

    $54 – $174

  • Markeisha Ensley – Free Concert

    Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United States

    Award-winning singer-songwriter and pianist Markeisha Ensley blends Motown doo-wop harmonies, jazz arrangements and gospel singing on a selection of up-tempos and ballads. With a sultry voice that soars over soulful …

    Free
  • Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.

    Canceled 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

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.