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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'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
  • 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
  • Historical Society Strawberry Festival

    The Historical Society, Inc. of Sleepy Hollow & Tarrytown 1 Grove Street, Tarrytown, NY, United States

    Mark your calendar for a slice of pure Americana! Now in its 59th year, the Historical Society Strawberry Festival is one of the our most beloved summer traditions — a warm, unhurried afternoon on the society's lawn at 1 Grove Street in Tarrytown where neighbors become community. Treat yourself to heaping portions of strawberry shortcake …

    $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 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
  • Tuscany in Tarrytown: Music from Amanda Pascali

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

    Celebrate the beginning of summer with Italian appetizers and a musical performance that brings a modern twist to classic melodies. Amanda Pascali will mesmerize audience members with songs ranging from ballads to protest numbers, accompanied by a mandolin, violin, and acoustic guitar. Known for her captivating voice, poeticism, and ability to find songs that reverberate …

    $45 – $52
  • Shakey Graves – Fondness, Etc. Tour

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

    Across his career, Shakey Graves—the performance moniker of Austin, Texas- born Alejandro Rose-Garcia—has intentionally created thrilling musical adventures tailored to each fan: burning CDs and putting them in personalized decorated bags; building intricate scavenger hunts that send fans in search of unique tapes; and Bandcamp-exclusive releases. "The fans and musicians that really resonate with me—and …

    $48.50 – $78.50
  • Film Series: Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb

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

    Classic films in a classic venue. A mentally unstable American general orders a hydrogen bomb attack on the Soviet Union, triggering a path to global nuclear holocaust that a war room full of politicians and generals frantically tries to stop. Runtime: 95 Minutes Directed by Stanley Kubrick Starring Peter Sellers Rated PG

    Free – $11
  • Open Mic Night

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

    Physical and virtual doors open at 7:20 pm for event starting at 7:30 pm. Due to popular demand to participate, we’ve had to limit the amount of readers to 20. All performers, whether “in person” or on Zoom, will be given a 5 minute spot. The “in person” performers at HVWC will perform. The online, …

    Free – $5
  • 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

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.