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  • 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
  • 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
  • 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
  • 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 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by a team of talented artisans. New for 2023, see the twirling pumpkin Ferris wheel …

    $24 – $129
  • 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
  • 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
  • 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
  • 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
  • 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
  • Canceled 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
  • Local Lore and Legends

    Local Lore and Legends
    Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United States

    While Sleepy Hollow is well known for its headless horseman, there are quite a few lesser-known legends that take place on this land. The names of some of our most iconic locations such as Spook Rock, Ravens Rock, Witch’s Spring come from stories that have been told by locals dating back hundreds of years. Join …

    $4
  • Canceled 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 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site by a team of talented artisans. New for 2023, see the twirling pumpkin Ferris wheel …

    $24 – $129
  • Canceled 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
  • A Palo Seco Flamenco Company presents FIERAS

    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    “The artists in A Palo Seco go far beyond showcasing their great musical and dance talent—they offer the experience of being transported by something deep and powerful stirring inside.” —New York Theater Wire A Palo Seco is a New York-based flamenco company that strives to develop a unique voice, employing its dancers’ expertise while taking …

    $15
  • Tito Puente, Jr. Latin Jazz Ensemble

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

    He’s the son and musical heir of “El Rey” – The King – the legendary American salsa and Latin jazz maestro Tito Puente. Tito Puente Jr. is certainly a prince, honoring his father's legacy with a hot ensemble and playing with the same joy, becoming an audience favorite in casinos, performing arts centers, symphony halls, …

    $35 – $40
  • Canceled 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
  • Canceled 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
  • Canceled 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
  • Postponed An Evening with Peter Yarrow & Noel Paul Stookey

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

    Peter Yarrow and Noel Paul Stookey carry on the tradition of the renowned folk music group Peter, Paul and Mary--a union that lasted 50 years. Peter, Paul and Mary arrived on the scene in Greenwich Village in the early 1960's and at the time, for the majority of America, folk was viewed merely as a …

    $54 – $91
  • Canceled 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
  • Canceled 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
  • Canceled 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
  • Tito Puente, Jr. Latin Jazz Ensemble

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

    He’s the son and musical heir of “El Rey” – The King – the legendary American salsa and Latin jazz maestro Tito Puente. Tito Puente Jr. is certainly a prince, honoring his father's legacy with a hot ensemble and playing with the same joy, becoming an audience favorite in casinos, performing arts centers, symphony halls, …

    $35 – $40
  • TaSH Farmers Market

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

    Stop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, children’s events as well as ongoing educational activities and programs. Don’t miss the weekly free samplings! Well behaved dogs are welcome, provided your pooch is …

    Free

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.