Sponsored

  • 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
  • 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
  • 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
  • Jim Snidero Quartet

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

    Grammy award-winning alto saxophonist, composer and author Jim Snidero encapsulates what is both unique and compelling about jazz. Hailed as an “alto sax virtuoso” (Downbeat) with “mind-boggling” improvisation skills (The Guardian), and “an alto saxophone sound that is one of the richest and purest on the planet” (Stereophile), he has amassed over 16 million streams …

    $30 – $35
  • 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
  • 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
  • Bram Stoker’s Dracula

    Bram Stoker’s Dracula
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    The Headless Horseman isn’t the only thing to fear in Sleepy Hollow! Enjoy Bram Stoker’s Dracula – if you dare – as his original vampire story comes to life for two nights only! Written in 1897, this classic Gothic horror tale has spooked fans ever since. Sit back and fall under the spell of the …

    $40
  • 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
  • MAGICAL MYSTERY DOORS – Beatles, Zeppelin, Doors Tribute

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

    Magical Mystery Doors is a tribute act that blends and layers the music of three legendary bands to create something new and unique for music fans everywhere. The Beatles, Led Zeppelin, and The Doors. These three iconic groups have changed the face of music as we know it. Their songs have become part of our …

    $36 – $48
  • 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
  • Jim Snidero Quartet

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

    Grammy award-winning alto saxophonist, composer and author Jim Snidero encapsulates what is both unique and compelling about jazz. Hailed as an “alto sax virtuoso” (Downbeat) with “mind-boggling” improvisation skills (The Guardian), and “an alto saxophone sound that is one of the richest and purest on the planet” (Stereophile), he has amassed over 16 million streams …

    $30 – $35
  • 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 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
  • 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
  • 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
  • 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
  • Ghost Tours of Tarrytown Music Hall

    Ghost Tours of Tarrytown Music Hall
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Join this guided tour created by Master Storyteller Jonathan Kruk, and discover the historic lore and spirits that linger here at Tarrytown Music Hall. The Tarrytown Music Hall was built in 1885 during the Millionaire’s Colony Era when mansions dotted the Hudson Valley landscape and families such as the Rockefellers, Goulds and Vanderbilts gathered at …

    $25
  • Sleepy Hollow Street Fair

    Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States

    The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Sleepy Hollow Street Fair takes place this year on Saturday, October 14th, transforming Beekman Avenue into a huge outdoor market. Nearly 100 vendors draw thousands of visitors! October is the most exciting time to visit Sleepy Hollow. The weeks leading up to Halloween have something for everyone: haunted hayrides, …

    Free
  • 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
  • Halloween Psychic & Vendor Faire

    Cozy Coven 267 A Central Avenue, White Plains, NY

    Psychic readings and local crafters come together at Cozy Coven's 2023 Faire. Consult readers and healers, shop bewitching goods, and enjoy food trucks and baked goods.

    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.