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  • 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 Spirited Mansion Weekend

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

    Lyndhurst will be open the two weekends before Halloween 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 at their own pace, and take in the wonders of the historic mansion. You will see the majestic vestibule and entrance hall, …

    $20 – $30
  • 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
  • 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
  • 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
  • Warner Library Fall Book Sale

    Warner Library Book Sale
    Warner Library 121 North Broadway, Tarrytown, NY, United States

    The Friends of The Warner Library Fall Book Sale will take place on Saturday, October 21st, and Sunday, October 22nd from 10 am to 5 pm on the lawn, under the tent. Biographies, cookbooks, art books, mysteries, novels and childrens books, both current and vintage, will be available for sale at bargain prices. CDs and …

    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: 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
  • Legend of Sleepy Hollow Family Storytelling Event

    Legend of Sleepy Hollow Family Storytelling Event
    Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow, NY, United States

    Storyteller David Neilsen will perform a retelling of Washington Irving’s "The Legend of Sleepy Hollow". This fun, family event, features Halloween treats and activities for guests. Join Hudson Valley Writers Center for a memorable experience to celebrate Halloween season in Sleepy Hollow! Weather permitting, this event will take place outdoors at HVWC, but will move indoors …

    $10
  • 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
  • Rivertowns SUP & Yoga Witch Festival

    Horan's Landing Park 57 River Street, Sleepy Hollow, NY, United States

    Searching for a wicked sight? Come to Horan’s Landing Waterfront Park for the 4th Annual SUP Witch Paddle where the witches gather and “The Legend of Sleepy Hollow” is told. Join the witches on the water or stroll along the Riverwalk and watch the witches pass by. Vendors, food, brews & spooky views! A memorable …

    Free
  • Legend of Sleepy Hollow Family Storytelling Event

    Legend of Sleepy Hollow Family Storytelling Event
    Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow, NY, United States

    Storyteller David Neilsen will perform a retelling of Washington Irving’s "The Legend of Sleepy Hollow". This fun, family event, features Halloween treats and activities for guests. Join Hudson Valley Writers Center for a memorable experience to celebrate Halloween season in Sleepy Hollow! Weather permitting, this event will take place outdoors at HVWC, but will move indoors …

    $10
  • 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
  • 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 Vampire Circus

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

    Heralded as a mix of circus cabaret and theatre, The Vampire Circus is a mysterious, tantalizing, fun, dark, cutting-edge production guaranteed to amaze the senses. The Vampire Circus has been called a mix of circus cabaret and theater and is the result of a fusion of Tim Burton and Cirque Du Soleil. Enjoy a phenomenal …

    $54 – $84
  • Samuel Martinelli Quartet feat. Scott Robinson

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

    "Samuel Martinelli is one of the most talented musicians to come out of Brazil in recent times. His taste playing drums is impeccable, either playing Brazilian music or American Jazz. I have used him on most of my recent work and have been very happy with his performances." – Claudio Roditi Samuel Martinelli is a …

    $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
  • 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
  • Samuel Martinelli Quartet feat. Scott Robinson

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

    "Samuel Martinelli is one of the most talented musicians to come out of Brazil in recent times. His taste playing drums is impeccable, either playing Brazilian music or American Jazz. I have used him on most of my recent work and have been very happy with his performances." – Claudio Roditi Samuel Martinelli is a …

    $15 – $20
  • 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? Come experience the history of the Mansion and explore Victorian lore in the glow of an October evening—Lyndhurst After Dark! Timed entry into the Mansion allows visitors to experience the house as it is decorated in …

    $35 – $40
  • 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 Horsemen: Terror Lies in Chaos

    The Horsemen: Terror Lies in Chaos
    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    Are you ready to lose your head? Nights of terror return to Sleepy Hollow this Fall! A brand-new immersive horror experience arrives as NYC’s famed Psycho Clan, which The New York Times calls, “The Emperors of Immersive Horror” bring their brand of terror to Sleepy Hollow! This experience is the surreal fever dream of a …

    $40 – $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

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.