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  • Life With The Afterlife: True Tales Of The Paranormal With Ghost Hunter Amy Bruni

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

    Paranormal investigator, author, podcaster and star of The Travel Channel's Kindred Spirits and ScyFy's Ghost Hunters, Amy Bruni shares hair-raising tales from her countless hours hunting ghosts at America’s most haunted locations. Amy shares her unique approach to interacting with the spirits of the dead and those who encounter them. By the end of the …

    $35 – $55

  • Spirits of Sleepy Hollow Country

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

    Join master illusionists Mark Clearview and Nick Wallace as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound as they communicate with the spirits of Sleepy Hollow Country, like Hulda of Bohemia, British spy Major John André, and the Headless Horseman himself! Once …

    $65

  • 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 music and an appearance from the Headless Horseman himself make this a spooky spectacular experience for all ages! Advance reservations are required. No tickets will …

    $40 – $45

  • Tadataka Unno Jazz Septet

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

    Tadataka Unno “Get My Mojo Back” Septet featuring Duane Eubanks, trumpet; Antony Ware, tenor and alto sax; Peter Lin, trombone; Danton Boller, bass; Jerome Jennings, drums & Victor See Yuen, percussion! Tadataka Unno started playing piano at the age of 4, and Jazz piano at the age of 9. He began his career as a …

    $30 – $35
  • A lantern tour in Sleepy Hollow Cemetery glides through a foggy night.

    Murder and Mayhem Walking Tour

    Murder and Mayhem Walking Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children one terrible afternoon, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his …

    $50
  • Sleepy Hollow Cemetery tour pauses at the entrance to Archbold mausoleum.

    Sleepy Hollow Cemetery Lantern Tour

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

    Step back in time and explore the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

    $46
  • Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.

    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 is fresh local produce, seafood and meats, cheese, pickles, prepared foods and baked goods. The market is just a short distance from Washington Irving’s home Sunnyside. Look …

    Free

  • Lyndhurst Tours

    Lyndhurst Tours
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lyndhurst, one of America’s finest Gothic Revival mansions, overlooks the Hudson River in Tarrytown, NY. The estate was shaped for more than a century by three families and their staff: The Pauldings, The Merritts, and the Goulds. Their influence is evident in the expansion of the main house from a country villa to a Gothic mansion, …

    $18 – $42
  • The Walter Gurnee mausoleum is one stop on the Sleepy Hollow Cemetery daytime tour.

    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 174-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 …

    $27.5
  • The vestibule at Lyndhurst Mansion in Tarrytown is decorated for Fall season.

    Lyndhurst Fall Classic Mansion Tour

    Lyndhurst Fall Classic Mansion Tour
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Perfect for first-time guests, this one-hour tour covers two floors and treats visitors to a rare glimpse of the lavish decorative arts and furniture left to Lyndhurst by previous owners all while decorated with the splendor of the Fall Season! The tour, which lasts an hour, visits approximately 16 rooms and involves climbing one staircase. …

    $20 – $28

  • 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 "The Legend of Sleepy Hollow" has lived in the imagination of popular culture through the centuries since its publication. 2023 Select Dates: September 15 - November 5.

    $15 – $18

  • Glass Pumpkin Patch

    Glass Pumpkin Patch Fundraiser
    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    The village of Sleepy Hollow welcomes back glass artist Gregory Tomb this Halloween season. Greg has partnered with the Make-A-Wish® Hudson Valley to create the 2nd annual Glass Pumpkin Patch Fundraiser of Sleepy Hollow, October 6-9, 2023 in Kingsland Point Park. This festive event will showcase over 1,000 whimsical, vibrantly colored glass pumpkins handmade by …

    Free
  • A view of the main entranct to Kykuit, the John D. Rockefeller mansion.

    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 2023 the site will be open for guided walking tours Friday-Sunday from May 12-October 1; and Wednesday-Monday between October 4-November 12. Also open Memorial Day, July 3 & 4, Labor Day, and Columbus Day. There are three distinct Kykuit …

    $20 – $65
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    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 Washington Irving, his impact on American Literature and the enduring appeal of “The Legend of Sleepy Hollow”, which recently celebrated its Bicentennial. Best of all, …

    $20
  • The Armour-Stiner Octagon House in Irvington is decorated with pumpkins for the fall season.

    Octagon House Myths and Mysteries Tour

    Myths & Mysteries of The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    18 miles north of New York City, high on a bank along The Hudson River sits The Armour-Stiner (Octagon) House. Built in 1860, this enigmatic, eight-sided, domed landmark is the pride of the Village of Irvington, in the heart of Sleepy Hollow Country. During the month of October, The Octagon House celebrates the Halloween season …

    $29

  • Paint a Headless Horseman with Heather Gleason

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

    Join Halloween artist Heather Gleason to learn the step-by-step process of painting your own Headless Horseman canvas! Each participant will receive a 11" x 14" prepped canvas panel, brushes and acrylic paints to create their very own artwork. NO EXPERIENCE NECESSARY. Have fun painting while supporting the historic Sleepy Hollow Cemetery and its residents. The …

    $80
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    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 Washington Irving, his impact on American Literature and the enduring appeal of “The Legend of Sleepy Hollow”, which recently celebrated its Bicentennial. Best of all, …

    $20

  • The Legend Cirque

    The Legend Cirque
    East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

    The Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life in a haunting display of acrobatic feats. Ichabod Crane and Brom Bones compete for Katrina Van Tassel's hand, and the Headless Horseman returns in a …

    $45 – $50
  • The Walter Gurnee mausoleum is one stop on the Sleepy Hollow Cemetery daytime tour.

    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 174-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 …

    $27.5

  • The Good, the Bad and the Unusual-Cemetery Tour

    The Good, the Bad and the Unusual-Cemetery Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Join Sara Mascia and Tara Van Tassell from our local historical society as they dish about several intriguing locals as well as some of Sleepy Hollow Cemetery's world-famous inhabitants. You can guess who will be good, bad, or unusual! Among the many locals are poet and eccentric Minna Irving, chocolatier William Wallace, and popular neighbor …

    $46

  • Yotam Ben-Or Harmonica Quartet

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

    Yotam Ben-Or, harmonica and compositions; Gabriel Chakarji, piano; Panagiotis Andreu, bass & Alon Benjamini, drums! Yotam Ben-Or is an NYC-based Israeli-Belgian harmonica player and composer. He and his group have performed at the most prestigious venues and festivals in the city like Dizzy’s Club Coca-Cola, Carnegie Hall, Bric JazzFest and Cornelia Street Café. They’ve also …

    $15 – $20

  • 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 music and an appearance from the Headless Horseman himself make this a spooky spectacular experience for all ages! Advance reservations are required. No tickets will …

    $40 – $45

  • An Evening with Edgar Allan Poe

    An Evening with Edgar Allan Poe
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Edgar Allan Poe, who lived his last few years in a cottage 20 miles from Sleepy Hollow Cemetery, rises from the dead for an evening of mystery and macabre. Poe, portrayed by Sleepy Hollow's master storyteller David Neilsen, will read favorites from his own stories and poems. This event always draws a crowd - purchase …

    $40

  • Spirits of Sleepy Hollow Country

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

    Join master illusionists Mark Clearview and Nick Wallace as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound as they communicate with the spirits of Sleepy Hollow Country, like Hulda of Bohemia, British spy Major John André, and the Headless Horseman himself! Once …

    $65

  • Yotam Ben-Or Harmonica Quartet

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

    Yotam Ben-Or, harmonica and compositions; Gabriel Chakarji, piano; Panagiotis Andreu, bass & Alon Benjamini, drums! Yotam Ben-Or is an NYC-based Israeli-Belgian harmonica player and composer. He and his group have performed at the most prestigious venues and festivals in the city like Dizzy’s Club Coca-Cola, Carnegie Hall, Bric JazzFest and Cornelia Street Café. They’ve also …

    $15 – $20

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.