Sponsored

  • 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
  • Jazz at Horan’s Landing

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

    Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park! This annual August series features Mark Morganelli (founder of Jazz Forum Arts) & the Jazz Forum All-Stars, often celebrating the rich tradition of Brazilian Jazz and featuring guest performers who join the band. Bring a picnic dinner while watching the sun …

    Free
  • Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …

    Free
  • 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
  • Old Croton Aqueduct Weir Tour

    Old Croton Aqueduct Weir Tour
    Joseph G. Caputo Community Center 95 Broadway, Ossining, NY, United States

    The Old Croton Aqueduct, New York City's original water supply, carried water 41 miles by gravity from Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. Now a National Historic Landmark, the aqueduct is a horseshoe-shaped brick tunnel 8.5 feet high by 7.5 feet wide. Don't miss this rare chance to enter …

    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
  • 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
  • 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
  • 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
  • Jazz at Horan’s Landing

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

    Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park! This annual August series features Mark Morganelli (founder of Jazz Forum Arts) & the Jazz Forum All-Stars, often celebrating the rich tradition of Brazilian Jazz and featuring guest performers who join the band. Bring a picnic dinner while watching the sun …

    Free
  • Sunset Yoga at Tarrytown House Estate

    Sunset Yoga at Tarrytown House Estate
    Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY, United States

    Tarrytown House Estate and Tarrytown-based Yoga Love host an evening yoga series on Duke Terrace, an outdoor terrace strung with lights above the estate's 26-acre grounds. Classes are open to all levels — whether you have a regular practice or haven't unrolled a mat in years — and run on a donation basis, with proceeds …

    donation
  • Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a picnic dinner, chairs or a blanket. Local favorite food trucks are usually on hand to serve up delicious fare, and there are lots of dinner-to-go …

    Free
  • Watchhouse – The Ritual Tour

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

    Watchhouse, the North Carolina based duo of Andrew Marlin & Emily Frantz, have announced a new studio album called Rituals, due out May 30, 2025 via Tiptoe Tiger Music / Thirty Tigers. The collection marks the pair’s first release of all new, original songs since their 2021 self-titled album, which earned praise from Rolling Stone …

    $53.50 – $77.50
  • Movies on the Lawn: The Goonies

    Movies on the Lawn
    Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY, United States

    A group of kids from the wrong side of Astoria, Oregon — calling themselves the Goonies — discover an old pirate map in an attic and spend the next two hours outwitting a crime family and navigating booby-trapped caverns in search of the buried treasure of One-Eyed Willy. Written by Chris Columbus from a story …

    $5
  • Jazz at Pierson Park

    Jazz at Pierson Park
    Pierson Park 238 West Main Street, Tarrytown, NY, United States

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson River. 2026 Schedule: Fridays, July 10 through August 28. July 10: Jon Beshay Quartet July 17: Pablo Mayor Trio July 24: Birsa Chatterjee July 31: …

    Free
  • 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
  • History of Rockwood Hall

    History of Rockwood Hall
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Walk the grounds of William Rockefeller's historic Rockwood Hall foundation with David Teich. Join our Historian David Teich on an adventure into the past as we explore Rockwood Hall and its rich history through stories of the land and the people who called it home. Former estate of William Rockefeller, this site boasts scenic views …

    $4
  • Connor McGinn Studios 10th Anniversary Sale & Celebration

    Makers Central 84 Central Avenue, Tarrytown, NY, United States

    Connor McGinn Studios — the Hudson Valley ceramics studio known for handcrafted tableware gracing the tables of Michelin-starred restaurants — is celebrating ten years with its biggest Seconds & Overstock Sale ever, and you're invited! What started in 2015 when founder Connor McGinn quit his line cook job and talked his chef into letting him …

    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.