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  • Exhibit and Performances: Upstate Art Weekend

    Exhibit: Upstate Art Weekend
    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    Visit the David Rockefeller Creative Arts Center at Pocantico (DR Center) during Upstate Art Weekend (UPAW), an annual event celebrating the cultural vibrancy of upstate New York through events and …

    Free – $16.75
  • Local Lore and Legends

    Local Lore and Legends
    Park Manager Residence 25 Sleepy Hollow Road, Sleepy Hollow, NY, United States

    While Sleepy Hollow is well known for its headless horseman, there are quite a few lesser-known legends that take place on this land. The names of some of our most …

    $4
  • Sunset Jazz at Lyndhurst

    Sunset Jazz at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Enjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …

    Free – $10
  • Exhibit and Performances: Upstate Art Weekend

    Exhibit: Upstate Art Weekend
    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    Visit the David Rockefeller Creative Arts Center at Pocantico (DR Center) during Upstate Art Weekend (UPAW), an annual event celebrating the cultural vibrancy of upstate New York through events and …

    Free – $16.75
  • Kykuit Tours

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

    A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

    $25 – $75
  • Exhibit and Performances: Upstate Art Weekend

    Exhibit: Upstate Art Weekend
    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    Visit the David Rockefeller Creative Arts Center at Pocantico (DR Center) during Upstate Art Weekend (UPAW), an annual event celebrating the cultural vibrancy of upstate New York through events and …

    Free – $16.75
  • 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 …

    Free
  • TaSH Farmers Market

    Tarrytown and Sleepy Hollow Farmers Market
    Patriots Park Patriots Park, Tarrytown, NY, United States

    Stop by TaSH, Tarrytown’s and Sleepy Hollow’s weekly farmers market, for fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer. There are weekly live music performances, …

    Free
  • History of Rockwood Hall

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

    Join Rockwood docent David Teich on an adventure into the past as he explores Rockwood Hall and its rich history through stories of the land and the people who called …

    $4
  • Kykuit Tours

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

    A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

    $25 – $75
  • Exhibit and Performances: Upstate Art Weekend

    Exhibit: Upstate Art Weekend
    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    Visit the David Rockefeller Creative Arts Center at Pocantico (DR Center) during Upstate Art Weekend (UPAW), an annual event celebrating the cultural vibrancy of upstate New York through events and …

    Free – $16.75
  • Sleepy Hollow Mermaid Festival

    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    Participate in the area’s first ever land and water parade! March through the park in costume or float on stand up paddle boards and kayaks on the Hudson. After the …

    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: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …

    $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 175-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 …

    $27.5
  • The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker: Washington Irving & “The Legend of Sleepy Hollow”. Meet the father of the American short story on this one-hour tour of Sleepy Hollow Cemetery! Learn all about …

    $20
  • The Moody Blues’ John Lodge

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

    Rock & Roll Hall of Famer John Lodge is the legendary bass player, songwriter, and vocalist of The Moody Blues. Following the critically acclaimed and sold out shows this year, …

    $54 – $174
  • 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 the cemetery by kerosene lantern light! This two-hour evening tour gives you a great overview of why Sleepy Hollow Cemetery is so famous. You’ll …

    $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 is fresh …

    Free
  • Kykuit Tours

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

    A majestic paradise with sweeping river views. See the Hudson Valley’s top cultural attraction! Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family, beginning …

    $25 – $75
  • 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, runs from, Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. For most of its length, the Aqueduct …

    Free
  • Exhibit and Performances: Upstate Art Weekend

    Exhibit: Upstate Art Weekend
    David Rockefeller Creative Arts Center 200 Lake Road, Tarrytown, NY, United States

    Visit the David Rockefeller Creative Arts Center at Pocantico (DR Center) during Upstate Art Weekend (UPAW), an annual event celebrating the cultural vibrancy of upstate New York through events and …

    Free – $16.75

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.