Sponsored

  • The Red Hot Chilli Pipers

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

    Returning to Tarrytown Music Hall for another smash year! Bagpipes with attitude. Drums with a Scottish accent. A blazing rock band and show so hot, it carries its own health …

    $45.5 – $55.50
  • Family Movie Night: The Mighty Ducks with J Sports Academy

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

    Kick off your weekend with your friends at the J over pizza and a screening of The Mighty Ducks sponsored by J Sports Academy! Wear your favorite team jersey and …

    Free – $12
  • Whitney Cummings: Big Baby!

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

    Whitney Cummings is a comedian, actor, writer, producer, director, entrepreneur, and host of the hit podcast “Good for You.” Launched in 2019, “Good For You” is self-produced and features conversations …

    $51 – $71
  • TaSH Winter Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    John Paulding School 154 North Broadway, Tarrytown, NY, United States

    TaSH Winter Market runs Saturday, January 11 through April indoors at John Paulding School. Stop Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut …

    Free
  • The Moth – True Stories Told Live

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

    An evening of storytelling from the producers of the popular Moth Podcast and Radio Hour. The Moth is true stories, told live and without notes. Since its founding, The Moth …

    $45.50 – $75.50
  • Old Croton Aqueduct Weir Tour

    Old Croton Aqueduct Weir Tour
    Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

    The Old Croton Aqueduct, New York City's original water supply, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct …

    Free
  • A Taste of the Levant

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

    Join us for a special Middle Eastern culinary experience! Enjoy a delicious four-course meal in The Ark prepared by Chef Noam Zabari, known for using unique flavors and the freshest …

    $90 – $110
  • TaSH Winter Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    John Paulding School 154 North Broadway, Tarrytown, NY, United States

    TaSH Winter Market runs Saturday, January 11 through April indoors at John Paulding School. Stop Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut …

    Free
  • Sleepy Hollow Half Marathon

    Morse School 30 Pocantico Street, Sleepy Hollow, NY, United States

    Trail and Road Half Marathon Looking for a change of pace? The Sleepy Hollow Half Marathon has the best of fun and scenery. Produced by Rivertown Runners, the 2025 Sleepy …

    $60 – $70
  • Old Croton Aqueduct Weir Tour

    Old Croton Aqueduct Weir Tour
    Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

    The Old Croton Aqueduct, New York City's original water supply, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct …

    Free
  • Andrew Dice Clay

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

    The Undisputed Heavyweight Comedy Champion of All-Time Andrew Dice Clay is coming to Tarrytown Music Hall! This legendary comedian and entertainer has proven over the years why he is the …

    $81 – $105
  • 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
  • The ReelAbilities Film Festival: The Paper Bag Plan

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

    Recommended for ages 18+, doors open at 5:30 pm. As part of the 17th Annual ReelAbilities Film Festival: New York– the world’s largest showcase of accessible international cinema by and …

    $5 – $8
  • TaSH Winter Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    John Paulding School 154 North Broadway, Tarrytown, NY, United States

    TaSH Winter Market runs Saturday, January 11 through April indoors at John Paulding School. Stop Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut …

    Free
  • Washington Irving’s 242nd Birthday

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

    Spend a delightful afternoon at Washington Irving’s church, where friends and neighbors will celebrate the author’s 242nd Birthday. Enjoy some cake and listen to stories told by locals and by …

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.