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  • 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 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 …

    $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 Washington Irving, his impact on American Literature and the enduring appeal of “The Legend of Sleepy Hollow”, which recently celebrated its Bicentennial. Best of all, …

    $20
  • The Bacon Brothers Freestanding Tour

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

    The Bacon Brothers have spent the better part of three decades exploring their own mix of folk, rock, soul, and country music. They call that diverse sound “forosoco,” and it’s taken them around the world, from headlining gigs in Japan to American performances at iconic venues like Carnegie Hall, the Grand Ole Opry and Gruene …

    $61 – $91
  • 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 open exhibitions. Throughout the weekend, visitors can view Portraits of Process, the DR Center’s current exhibition showcasing 34 expertly crafted bronze life castings created for …

    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 iconic locations such as Spook Rock, Ravens Rock, Witch’s Spring come from stories that have been told by locals dating back hundreds of years. Join …

    $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 Geordane's for preordered food and to-snacks during each show. Wine will be available to purchase ahead of time from  MySherry &more Inc ONLY alongside the purchase …

    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 open exhibitions. Throughout the weekend, visitors can view Portraits of Process, the DR Center’s current exhibition showcasing 34 expertly crafted bronze life castings created for …

    Free – $16.75
  • Jazz Gallery: Dialogues and Duos featuring Ben Wendel and Kevin Hays

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

    Multi-Grammy-nominated, award-winning saxophonist and composer Ben Wendel joins forces with Grammy-winning pianist Kevin Hays to perform a wide repertoire of original compositions and beloved standards from the jazz canon. This performance will be held during Upstate Art Weekend, an annual event celebrating the cultural vibrancy of upstate New York through events and open exhibitions. The …

    $16.75
  • 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
  • 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 with the philanthropist John D. Rockefeller, founder of Standard Oil. His business acumen made him, in his day, the richest man in America. Now a …

    $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 open exhibitions. Throughout the weekend, visitors can view Portraits of Process, the DR Center’s current exhibition showcasing 34 expertly crafted bronze life castings created for …

    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 River. 2024 Schedule: Fridays, July 12th through August 30th. July 12 – Kenyatta Beasley Quintet - Salute to Frank Foster July 19 – Mary Ann …

    Free
  • EagleMania – The World’s Greatest Eagles Tribute Band

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

    EagleMania has been dazzling audiences for over a decade by spectacularly reproducing the music of The Eagles. EagleMania thrills internationally sold-out audiences with their stunning five part harmony, virtuoso guitar work and uncanny ability to emulate the distinct sound of The Eagles. The EagleMania show consists of the Eagles’ greatest hits, as well as select …

    $40 – $50
  • 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, children’s events as well as ongoing educational activities and programs. Don’t miss the weekly free samplings! Well behaved dogs are welcome, provided your pooch is …

    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 it home. Former estate of William Rockefeller, this site boasts scenic views overlooking the Hudson, lush forests, and remnants of 19th century luxuries. Leashed dogs …

    $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 with the philanthropist John D. Rockefeller, founder of Standard Oil. His business acumen made him, in his day, the richest man in America. Now a …

    $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 open exhibitions. Throughout the weekend, visitors can view Portraits of Process, the DR Center’s current exhibition showcasing 34 expertly crafted bronze life castings created for …

    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 parade there will be music, bounce houses, face painting, and food trucks in Kingsland Point Park along with fun art, history, and beach activities from …

    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 Washington Irving, his impact on American Literature and the enduring appeal of “The Legend of Sleepy Hollow”, which recently celebrated its Bicentennial. Best of all, …

    $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 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 …

    $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 Washington Irving, his impact on American Literature and the enduring appeal of “The Legend of Sleepy Hollow”, which recently celebrated its Bicentennial. Best of all, …

    $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, John is continuing in his celebration of The Moody Blues‘ music, and their iconic album Days of Future Passed. Days of Future Passed encompasses a …

    $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 visit titans of industry like Andrew Carnegie and William Rockefeller, meet Washington Irving whose famous short story gave our village its very name, see the …

    $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 local produce, seafood and meats, cheese, pickles, prepared foods and baked goods. The Irvington Farmers Market is just a short distance from Washington Irving’s home …

    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.