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  • Sleepy Hollow Show & Tell

    Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow, NY, United States

    Back for round 4! This weird and wonderful series highlights neighbors+strangers sharing objects+stories, once again at the cozy Hudson Valley Writers Center. Save the date, rifle your curio cabinet for the certain something that most resonates. Come armed with said object (spectacular, strange, spooky, sentimental), and share a 5-minute story, open mic-style, with your friends and …

    $10
  • Heroes Off Duty Comedy Tour

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

    America’s most hilarious first responders are joining forces to save lives—one laugh at a time! Presenting the Heroes Off Duty Comedy Tour, a side-splitting showcase of cops, firefighters, doctors, EMTs, nurses, pharmacists, and ex-military who are ready to entertain you with their wild and funny stories from the line of duty. This week's show features …

    $38.75 – $58.75
  • TaSH Farmers Market

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    Free
  • Wild World of Animals featuring Grant Kemmerer & Animals On Stage

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

    Wild Animals on the Tarrytown Music Hall Stage! Wild World Of Animals Is An Exploration Into The Fascinating World Of The Wildlife We Share With The Planet; Featuring Live Animals Including Some Of The Most Majestic, Interesting, Bizarre, And Critically Endangered Species In The World. The fantastic animal lineup encompassing arthropods, amphibians, reptiles, birds, and …

    $40.50
  • 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
  • Rip Van Winkle’s Journey

    Rip Van Winkle’s Journey
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    NEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one of Washington Irving’s most famous tales like never before. Led by a cast of costumed actors, you’ll travel from scene to scene through a multi-sensory …

    $65
  • 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 …

    $45
  • The Man in Black – A Tribute to Johnny Cash

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

    With his strikingly similar looks, baritone voice, and spot-on mannerisms, Shawn Barker has an uncanny resemblance to the original “Man In Black”. Delivering a truly one-of-a-kind show, Barker revitalises the true character and spirit of Mr. Cash himself, one of America’s greatest musical icons. The energetic performance features Barker in character throughout the entire evening, …

    $43 – $63
  • The Hill – Stories from Spoon River

    The Hill – Stories from Spoon River
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still have a few things they’d like to say. Based on the poetic classic Spoon River Anthology by Edgar Lee Masters, The Hill – Stories from Spoon River …

    $45
  • TaSH Farmers Market

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    Free
  • 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 177-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 …

    $30
  • 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
  • Rip Van Winkle’s Journey

    Rip Van Winkle’s Journey
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    NEW THIS YEAR! REVOLUTIONARY OUTDOOR THEATER Follow the path of Rip Van Winkle in this reimagined, high-energy, immersive experience set across the historic home and grounds of Sunnyside. Experience one of Washington Irving’s most famous tales like never before. Led by a cast of costumed actors, you’ll travel from scene to scene through a multi-sensory …

    $65
  • The Hill – Stories from Spoon River

    The Hill – Stories from Spoon River
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still have a few things they’d like to say. Based on the poetic classic Spoon River Anthology by Edgar Lee Masters, The Hill – Stories from Spoon River …

    $45
  • 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's fresh local produce, seafood and meats, cheese, pickles, prepared foods and baked goods, with live music most weeks. The Irvington Farmers Market runs Sunday mornings outdoors on …

    Free
  • Tarrytown Street Fair

    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    The Sleepy Hollow Tarrytown Chamber of Commerce’s annual Tarrytown Street Fair takes place this year on Sunday, June 7. Main Street transforms into an outdoor market with food, music, local retailers, arts & crafts, souvenirs and more! Explore more local shopping at Tarrytown's and Sleepy Hollow's galleries, gift shops and antique stores. ENTERTAINMENT LOCATION & SCHEDULE …

    Free
  • 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 177-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 …

    $30
  • Draft n’ Drink

    Draft n’ Drink
    Hudson Valley Writers Center 300 Riverside Drive, Sleepy Hollow, NY, United States

    Join The Hudson Valley Writers Center (HVWC) and Hudson Valley Books for Humanity (HVBH) for Draft n' Drink! Meet us for an evening of writing prompts and exercises, a beverage, and a fun and casual environment where we can write creatively in community. Participation in the guided writing exercises is voluntary, and participants can share …

    $20
  • Joe Avati

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

    Internationally renowned for his inimitable style Avati, who is Australian born with an Italian heritage, is one of the most significant and pivotal comedians of his generation who, undoubtedly, is directly responsible for the ethnic comedy circuit around the world today. For the past 30 years Joe Avati’s routines about growing up with a culturally …

    $67 – $93
  • Dead Meat

    The Ark at the Shames JCC 371 South Broadway, Tarrytown, NY, United States

    Dead Heads & classic rock fans will love jamming out to this electrifying tribute band! Dead Meat is a fan favorite known for their moving harmonies, high-energy blocks of music and routinely pushing the limits of Dead’s vast catalog, among other classic rock favorites. The band’s unique renditions of timeless classics make them a must …

    $18 – $28
  • The Hill – Stories from Spoon River

    The Hill – Stories from Spoon River
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow Cemetery and the Sleepy Hollow Arts Collective present... The Hill – Stories from Spoon River The residents of Spoon River are dead . . . but they still have a few things they’d like to say. Based on the poetic classic Spoon River Anthology by Edgar Lee Masters, The Hill – Stories from Spoon River …

    $45
  • TaSH Farmers Market

    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live music performances, children's activities, chef demos, and ongoing educational programs, plus weekly free samplings. Well-behaved dogs are welcome, provided your pooch is leashed. TaSH is …

    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 Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • 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 177-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 …

    $30
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $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.