Sponsored

  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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
  • Todd Rundgren: Damned If I Do Tour

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

    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
  • 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 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
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Film Series: The Chronicles of Narnia: The Lion, the Witch and the Wardrobe

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

    Join us at Tarrytown Music Hall for a screening of The Chronicles of Narnia: The Lion, the Witch and the Wardrobe (2005), the beloved fantasy adventure based on C.S. Lewis's classic novel. When four siblings — Peter, Susan, Edmund, and Lucy Pevensie — are evacuated from London during World War II to the countryside estate …

    Free – $11
  • Open Mic Night

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

    Physical and virtual doors open at 7:20 pm for event starting at 7:30 pm. Due to popular demand to participate, we’ve had to limit the amount of readers to 20. All performers, whether “in person” or on Zoom, will be given a 5 minute spot. The “in person” performers at HVWC will perform. The online, …

    Free – $5
  • TaSH Farmers Market

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    Free
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • Classic Daytime Cemetery Tour

    Classic Daytime Cemetery Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    Soak up the beauty of this 177-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect way "to have a colloquy among the tombs" as Washington Irving, famous author of "The Legend of Sleepy Hollow", did himself back in 1849. You'll …

    $30
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • Rip Van Winkle’s Journey

    Rip Van Winkle’s Journey
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    NEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one of Washington Irving’s most famous tales like never before. Led by a cast of costumed actors, you’ll travel from scene to scene through a multi-sensory …

    $65
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Craig Finn & Patterson Hood

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

    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
  • Irvington Farmers Market

    Irvington Farmers Market
    Main Street School 101 Main Street, Irvington, NY, United States

    Enjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there's fresh local produce, seafood and meats, cheese, pickles, prepared foods and baked goods, with live music most weeks. The Irvington Farmers Market runs Sunday mornings outdoors on …

    Free
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • Sleepy Hollow Mermaid Festival

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

    MOVED TO RAIN DATE: SUNDAY JULY 19th Celebrate the magic of the Hudson River at the Sleepy Hollow Mermaid Festival! Located in Sleepy Hollow’s breezy Kingsland Point Park, this vibrant local tradition includes a costume parade and contest, art-making with ArtsWestchester and Strawtown Studio, live music with Merman the Band, Siren Song, and more, and “The …

    Free – $10
  • Classic Daytime Cemetery Tour

    Classic Daytime Cemetery Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    Soak up the beauty of this 177-year old cemetery while your guide regales you with stories of the fascinating people resting here in peace. This two-hour daytime walk is the perfect way "to have a colloquy among the tombs" as Washington Irving, famous author of "The Legend of Sleepy Hollow", did himself back in 1849. You'll …

    $30
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • Rip Van Winkle’s Journey

    Rip Van Winkle’s Journey
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    NEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one of Washington Irving’s most famous tales like never before. Led by a cast of costumed actors, you’ll travel from scene to scene through a multi-sensory …

    $65
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    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
  • 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 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
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84

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.