Sponsored

  • 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
  • Manhattan Comedy Night

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

    Retuning once again to the Tarrytown Music Hall, Manhattan Comedy Night is an evening of hilarious stand up featuring NYC comedy club veterans! Lineup to be announced shortly.

    $39.50 – $49.50
  • 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
  • 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
  • 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
  • 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
  • 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
  • A Revolutionary Tea

    A Revolutionary Tea
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    A Revolutionary Tea will take place in the carriage room of the Lyndhurst Welcome Center. This tea invites guests into a fictitious Culinary Rebellion of 1776 – a playful uprising where teacups, table talk and fun replace muskets and marches. Set against the spirit of the Revolutionary era, this interactive tea blends light historical storytelling …

    $80
  • 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
  • A Revolutionary Tea

    A Revolutionary Tea
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    A Revolutionary Tea will take place in the carriage room of the Lyndhurst Welcome Center. This tea invites guests into a fictitious Culinary Rebellion of 1776 – a playful uprising where teacups, table talk and fun replace muskets and marches. Set against the spirit of the Revolutionary era, this interactive tea blends light historical storytelling …

    $80
  • An Evening with Mo Rocca

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

    Join Mo Rocca for an unforgettable night of humor and intellect! History buff. Humorist. Journalist. National treasure. Join Mo Rocca for an entertaining evening of stories and adventures. With his trademark blend of intelligence, warmth, and humor, Mo will take audiences on a journey through the people, places, and peculiar moments that has made him …

    $40 – $55
  • 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
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • 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
  • Summer Theatre: A Midsummer Night’s Dream

    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This July, spend an atmospheric summer evening in the open-air Palm Court at the Lyndhurst Greenhouse as M&M Performing Arts performs William Shakespeare’s most famous romantic comedy – with a groovy 1960s spin! A Midsummer Night’s Dream will be performed under the stunning metal skeleton of our 1880s Gothic Greenhouse, with food and drinks available …

    $59 – $84
  • Tusk – The World’s #1 Tribute to Fleetwood Mac

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

    Tusk is the number one Tribute to Fleetwood Mac in the world, bar none. No fancy tricks, no gimmicks, just five musicians recreating the music of Fleetwood Mac to perfection with note for note renditions that no other Fleetwood Mac tribute on the touring scene today can come close to duplicating. Tusk covers all the …

    $47.50 – $57.50

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.