• Spirits of Sleepy Hollow Country

    Spirits of Sleepy Hollow Country
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …

    $65 – $89
  • An Audience with Poe

    An Audience with Poe
    Historic Hudson Valley 639 Bedford Road, Tarrytown, United States

    Sip, savor, and shiver with Poe’s darkest tales brought to life through storytelling, cocktails, and confections. Professional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised in Edgar Allan Poe’s writing, with haunting renditions of The Raven, The Tell-Tale Heart, The Black Cat, and The Masque of the Red Death. We …

    $65
  • The Lady in White

    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58
  • Irving’s Legend at Sunnyside

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

    Hear the Legend told on Washington Irving's own lawn. Washington Irving is buried a few miles up the road. Every October, his most famous story comes back to the house where he spent his last twenty years — performed outdoors, after dark, on the grounds of Sunnyside. Master storyteller Jonathan Kruk has been doing this …

    $40 – $45
  • The Lady in White

    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58
  • Masque of the Red Death at Lyndhurst

    Masque of the Red Death at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room …

    $45
  • Mary Shelley’s Frankenstein

    Mary Shelley’s Frankenstein
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Shelley's classic tale of man and monster comes to life! Think you know the story? Think again. Come enjoy this Gothic tale of hubris, vengeance, and poetic justice adapted from the original text and celebrate the monster within! Please note: this is an indoor, seated performance, not a walking tour. Date: Friday, October 16, 2026 …

    $45
  • Peek-a-Boo (An Immersive Hudson Valley Haunt)

    Bethany Arts Community 40 Somerstown Road, Ossining, NY, United States

    Back by popular demand, River’s Edge Theatre Company and Bethany Arts Community are teaming up for the third year in a row to remount the wildly provocative Peek-a-Boo (An Immersive Hudson Valley Haunt), now with new secret scenes to keep patrons coming back for more. Written by Meghan Covington and directed by Jessica Irons, Peek-A-Boo …

    $27 – $47
  • Mary Shelley’s Frankenstein

    Mary Shelley’s Frankenstein
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Shelley's classic tale of man and monster comes to life! Think you know the story? Think again. Come enjoy this Gothic tale of hubris, vengeance, and poetic justice adapted from the original text and celebrate the monster within! Please note: this is an indoor, seated performance, not a walking tour. Date: Friday, October 16, 2026 …

    $45
  • An Audience with Poe

    An Audience with Poe
    Historic Hudson Valley 639 Bedford Road, Tarrytown, United States

    Sip, savor, and shiver with Poe’s darkest tales brought to life through storytelling, cocktails, and confections. Professional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised …

    $65
  • Spirits of Sleepy Hollow Country

    Spirits of Sleepy Hollow Country
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …

    $65 – $89
  • Irving’s Legend at Sunnyside

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

    Hear the Legend told on Washington Irving's own lawn. Washington Irving is buried a few miles up the road. Every October, his most famous story comes back to the house …

    $40 – $45
  • Spirits of Sleepy Hollow Country

    Spirits of Sleepy Hollow Country
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits …

    $65 – $89
  • The Lady in White

    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58
  • An Audience with Poe

    An Audience with Poe
    Historic Hudson Valley 639 Bedford Road, Tarrytown, United States

    Sip, savor, and shiver with Poe’s darkest tales brought to life through storytelling, cocktails, and confections. Professional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised …

    $65
  • The Lady in White

    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58
  • Irving’s Legend at Sunnyside

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

    Hear the Legend told on Washington Irving's own lawn. Washington Irving is buried a few miles up the road. Every October, his most famous story comes back to the house …

    $40 – $45

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.