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
  • David Duchovny Live: Reverse the Curse Screening & Q&A

    Irvington Theater 85 Main Street, Irvington, NY, United States

    Join Irvington Theater for a special screening of Reverse the Curse, a film written, directed, and starring David Duchovny, based on his novel Bucky F*ing Dent. Reverse the Curse tells the story of a son’s efforts to reconcile with his sick father by orchestrating a winning streak for his beloved Boston Red Sox. It’s a …

    $25 – $35
  • Molly Tuttle

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

    Molly Tuttle is a Grammy-winning singer, songwriter, and virtuosic guitarist whose innovative blend of bluegrass, Americana, pop, and rock has made her one of the most dynamic artists in modern roots music. In 2025, she released her boldest statement yet, the critically acclaimed So Long Little Miss Sunshine, nominated for two GRAMMY® Awards—Best Americana Album …

    $47.50 – $67.50
  • Choir! Choir! Choir! Presents: Landslide: An Epic Fleetwood Mac Singalong!

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

    “Why see a show when you can BE the show!?” Choir! Choir! Choir! is the fully interactive, participatory show that turns audience into performer! So get ready to laugh, dance and SING! your hearts out with hundreds of other music-lovers just like you. It’s like a big birthday party for the greatest songs of all …

    $40 – $53
  • Fall Crafts at Lyndhurst

    Fall Crafts at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Two hundred makers, three days, and 67 acres of Hudson River lawn to wander when you're done shopping. Artrider's longest-running craft festival returns to Lyndhurst on the third weekend of September, filling the grounds of the Gothic Revival mansion with more than 200 American makers, artists, and designers. Expect original fashion, accessories, and jewelry; functional …

    $6 – $16
  • 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
  • Historical Society Preservation Award & Wine Tasting Fundraiser

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

    Raise a glass under the tent at the Jacob Odell House for The Historical Society's annual autumn fundraiser. The evening honors Mark Morganelli and Ellen Prior for 40 years of Jazz Forum Arts and their long service to the Sleepy Hollow and Tarrytown community. Enjoy wine and spirits tastings courtesy of Grape Expectations, sweet and …

    $100 – $125
  • 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 …

    $45
  • 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
  • Kathleen Madigan: Flying Cats & Marching Armadillos Tour

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

    Kathleen Madigan is an exception. Over the past three decades, most comedians haven’t built and sustained the sort of touring and specials business she has without some sort of major TV show or movie role. Coming from a long line of Midwestern union workers, Madigan has always approached stand-up as a job, and by doing …

    $63.50 – $93.50
  • 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
  • TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    418 North Broadway 418 North Broadway, Sleepy Hollow, United States

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor, one of the largest colonial estates in the Hudson River Valley. You …

    $28
  • Fall Crafts at Lyndhurst

    Fall Crafts at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Two hundred makers, three days, and 67 acres of Hudson River lawn to wander when you're done shopping. Artrider's longest-running craft festival returns to Lyndhurst on the third weekend of September, filling the grounds of the Gothic Revival mansion with more than 200 American makers, artists, and designers. Expect original fashion, accessories, and jewelry; functional …

    $6 – $16
  • TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church

    418 North Broadway 418 North Broadway, Sleepy Hollow, United States

    Embark on a captivating journey through the rich history of Sleepy Hollow, where the echoes of colonial America come to life. Join our local historical society for a 90-minute immersive walking tour, starting with the tale of the first Dutch settlers who lived on Philipsburg Manor, one of the largest colonial estates in the Hudson River Valley. You …

    $28
  • 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
  • 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 …

    $45
  • Live Talks NY presents Ke Huy Quan

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

    Ke Huy Quan in conversation with Juju Chang, Emmy® Award-winning co-anchor of ABC News’ Nightline, discussing his memoir, Never Say Die Seats in the Orchestra include a signed book. The Oscar-winning star of Everything Everywhere All at Once, Indiana Jones and the Temple of Doom, and The Goonies tells the story of his journey from Vietnamese …

    $48 – $78
  • 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
  • Tarrytown Lighthouse in Sleepy Hollow Tours

    Tarrytown Lighthouse in Sleepy Hollow Tours

    Step inside one of the Hudson River's most beloved landmarks. Join a 45-minute interpreter-led tour of the Tarrytown Lighthouse in Sleepy Hollow and discover the story of this 1883 cast-iron "sparkplug" light — from its years guiding steamships past dangerous shoals to the keepers and families who once called its five-story tower home. Now restored …

    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.