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  • The Original Knickerbocker Tour

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

    The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …

    $15
  • The Grimpendium with J. W. Ocker

    The Grimpendium with J. W. Ocker
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    A special treat for Halloween, Lyndhurst welcomes author J.W. Ocker who will give a special talk on all things grim in our region! Based on his bestselling book, The New …

    $30
  • The Grimpendium with J. W. Ocker

    The Grimpendium with J. W. Ocker
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    A special treat for Halloween, Lyndhurst welcomes author J.W. Ocker who will give a special talk on all things grim in our region! Based on his bestselling book, The New …

    $30
  • Lyndhurst After Dark!

    Lyndhurst After Dark!
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    You’ve experienced the splendor of the Lyndhurst Mansion during the day, but have you seen it draped in candlelight? This Halloween Season, experience the history of the Mansion and explore Victorian …

    $20 – $26
  • The Great Jack O’Lantern Blaze

    The Great Jack O’Lantern Blaze
    Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

    The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …

    $24 – $99
  • Irving’s Legend at Sunnyside

    Irving’s Legend at Sunnyside
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    Irving’s Legend returns reimagined this fall. Performed under the stars at Washington Irving’s Sunnyside, master storyteller Jonathan Kruk will cast a spell with dramatic performances of the classic tale. Live …

    $30 – $70
  • Paquito D’Rivera Quintet

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    Saxophonist and Clarinetist Paquito D’Rivera is an international treasure: A star since childhood, a featured soloist at 17 with Cuba’s National Symphony, founding member of the legendary Afro-Cuban jazz fusion …

    $45 – $50
  • Sleepy Hollow Cemetery Lantern Tour

    Sleepy Hollow Cemetery Lantern Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Soak up the history of this famous cemetery by the light of kerosene lanterns! It’s like stepping back in time as you visit some of the most impressive residents, including …

    $45
  • The Mavericks

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

    The Mavericks are back for their annual run at the Tarrytown Music Hall! The eclectic rock and country group known for crisscrossing musical boundaries with abandon, has gone through three …

    $49 – $89
  • American Aristocrats Cemetery Tour

    American Aristocrats Cemetery Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Short on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the …

    $30
  • Paquito D’Rivera Quintet

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    Saxophonist and Clarinetist Paquito D’Rivera is an international treasure: A star since childhood, a featured soloist at 17 with Cuba’s National Symphony, founding member of the legendary Afro-Cuban jazz fusion …

    $45 – $50
  • Sleepy Hollow Cemetery Lantern Tour

    Sleepy Hollow Cemetery Lantern Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Soak up the history of this famous cemetery by the light of kerosene lanterns! It’s like stepping back in time as you visit some of the most impressive residents, including …

    $45
  • The Mavericks

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

    The Mavericks are back for their annual run at the Tarrytown Music Hall! The eclectic rock and country group known for crisscrossing musical boundaries with abandon, has gone through three …

    $49 – $89
  • Paquito D’Rivera Quintet

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    Saxophonist and Clarinetist Paquito D’Rivera is an international treasure: A star since childhood, a featured soloist at 17 with Cuba’s National Symphony, founding member of the legendary Afro-Cuban jazz fusion …

    $45 – $50
  • TaSH Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    Patriots Park Patriots Park, Tarrytown, NY, United States

    Fresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is live music and sometimes demonstrations of traditional crafts. Route 9 (Broadway) next …

    Free
  • Autumn Tree Identification Walk

    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    Join naturalist John McShane for a stroll through the Rockefeller State Park Preserve and discuss some key skills on how to identify native trees. You’ll also learn how and why …

    $3
  • Sleepy Hollow Halloween 10K

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

    Enjoy a remarkable course that takes you through Historic Sleepy Hollow’s treasured sights including a stretch along the Hudson River with views of the Headless Horseman Bridge, Sleepy Hollow Cemetery …

    $40 – $50
  • Lyndhurst Spirited Mansion Weekend

    Lyndhurst Spirited Mansion Weekend
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lyndhurst will be open Halloween Weekend with an “Explore at Your Own Pace” event--Spirited Mansion Weekend. Visitors can walk through the mansion without a guided tour, view the seasonal decorations …

    $16 – $24
  • Victorian Photography Studio

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    New for this Halloween season is the chance to bring home a piece of photographic history. Victorian Photography Studio from Gettysburg, Pennsylvania will be at the Lyndhurst mansion ready to take …

    $50 – $80
  • Home of the ‘Legend’

    Home of the ‘Legend’
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …

    Free – $12
  • Kykuit Tours

    Kykuit Tours
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2022 the site will be open for guided tours Saturday-Sunday from May 21-October 2; …

    $18 – $60

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.