Sponsored

  • TaSH Farmers Market

    Tarrytown and Sleepy Hollow 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
  • Lot & Found

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

    A Sleepy Hollow "Flea For All" featuring upcycled, vintage and local loot by indie makers and collectors.

    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
  • The Importance of Being Earnest

    The Importance of Being Earnest
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lies, double lives, and a whole lot of cucumber sandwiches. In Oscar Wilde’s gloriously ridiculous comedy, two bachelors invent fake identities to dodge their boring obligations, then fall for two women who are absolutely set on marrying someone named Ernest. What could possibly go wrong? (Everything. Everything goes wrong.) M&M Performing Arts brings the Victorian …

    $49
  • 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
  • Magic and Cocktails with Noah Levine Description

    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Spend an evening at Philipsburg Manor watching master magician Noah Levine perform up close. Levine is known for world-class sleight of hand, and this intimate show puts you close enough to see the magic happen and still wonder how he did it. Food and drinks, including cocktails and other adult beverages, are available for purchase, …

    $75
  • The Importance of Being Earnest

    The Importance of Being Earnest
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lies, double lives, and a whole lot of cucumber sandwiches. In Oscar Wilde’s gloriously ridiculous comedy, two bachelors invent fake identities to dodge their boring obligations, then fall for two women who are absolutely set on marrying someone named Ernest. What could possibly go wrong? (Everything. Everything goes wrong.) M&M Performing Arts brings the Victorian …

    $49
  • Magic and Cocktails with Noah Levine Description

    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Spend an evening at Philipsburg Manor watching master magician Noah Levine perform up close. Levine is known for world-class sleight of hand, and this intimate show puts you close enough to see the magic happen and still wonder how he did it. Food and drinks, including cocktails and other adult beverages, are available for purchase, …

    $75
  • 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

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189
  • 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 …

    $60
  • 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 Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. Your guide leads you past the resting places of titans of industry like Andrew Carnegie and …

    $50
  • Marc Maron: Yammering into the Void Tour

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

    Marc Maron has released five hit stand-up comedy specials throughout his career. His most recent, “MARC MARON: PANICKED” premiered on HBO in August 2025, which received a WGA nomination, notably the only stand-up special to be nominated in the category. Prior, “FROM BLEAK TO DARK”, also on HBO, premiered in 2023, earning him a WGA …

    $56 – $66
  • 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 …

    $60
  • 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 Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. Your guide leads you past the resting places of titans of industry like Andrew Carnegie and …

    $50
  • Canceled Sleepy Hollow Street Fair

    Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States
    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
  • 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
  • The Importance of Being Earnest

    The Importance of Being Earnest
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lies, double lives, and a whole lot of cucumber sandwiches. In Oscar Wilde’s gloriously ridiculous comedy, two bachelors invent fake identities to dodge their boring obligations, then fall for two women who are absolutely set on marrying someone named Ernest. What could possibly go wrong? (Everything. Everything goes wrong.) M&M Performing Arts brings the Victorian …

    $49
  • 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
  • The Importance of Being Earnest

    The Importance of Being Earnest
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lies, double lives, and a whole lot of cucumber sandwiches. In Oscar Wilde’s gloriously ridiculous comedy, two bachelors invent fake identities to dodge their boring obligations, then fall for two women who are absolutely set on marrying someone named Ernest. What could possibly go wrong? (Everything. Everything goes wrong.) M&M Performing Arts brings the Victorian …

    $49
  • 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

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189
  • 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 Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. Your guide leads you past the resting places of titans of industry like Andrew Carnegie and …

    $50
  • The Importance of Being Earnest

    The Importance of Being Earnest
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lies, double lives, and a whole lot of cucumber sandwiches. In Oscar Wilde’s gloriously ridiculous comedy, two bachelors invent fake identities to dodge their boring obligations, then fall for two women who are absolutely set on marrying someone named Ernest. What could possibly go wrong? (Everything. Everything goes wrong.) M&M Performing Arts brings the Victorian …

    $49
  • 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 …

    $60

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.