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  • The Secret Sounds of Swan Lake

    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    We all know lakes are full of mysterious creatures, but have you ever wondered about the sounds they make? Join musician and philosopher, David Rothenberg, in this family-friendly event as …

    $5
  • 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
  • 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 …

    $15
  • Union Church Tours

    Union Church Tours
    Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United States

    The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country …

    $9
  • 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 …

    $15
  • Octagon House Classic Tour

    Octagon House Classic Tour
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

    $29
  • Octagon House Classic Tour

    Octagon House Classic Tour
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

    $29
  • Map & Compass

    Warner Library 121 North Broadway, Tarrytown, NY, United States

    Learn about the skills of reading a map or navigating with a compass. Make your own compass and practice using it on a nature walk around the library. This program …

    Free
  • 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
  • Sunset Hike at Rockwood Hall

    Sunset Hike at Rockwood Hall
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Join this 3-mile sunset hike at Rockwood Hall for what the organizer hopes will be a spectacular view over the Hudson River and the Tappan Zee Bridge. Please dress according …

    $3
  • Sunnyside Tours

    Sunnyside Tours
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    A charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …

    $12 – $17
  • Octagon House Classic Tour

    Octagon House Classic Tour
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

    $29
  • Philipsburg Manor Tours

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

    Journey to Colonial America! Wander along a woodland path and enter the year 1750, when Philipsburg Manor was a thriving milling and trading complex that was home to several hundred tenant …

    $12 – $17
  • Union Church Tours

    Union Church Tours
    Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow, NY, United States

    The Union Church of Pocantico Hills is a repository of awe-inspiring art by Matisse & Chagall. Stained-glass windows by European masters, commissioned by the Rockefeller family, adorn this unassuming country …

    $9
  • 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
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for …

    $30 – $35
  • Shakespeare at Sunset

    Shakespeare at Sunset
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    As William Shakespeare famously wrote, "All the world's a stage." Bring a picnic and a blanket and come ready to read or just relax and listen. We will have fun …

    $3
  • Southside Johnny and the Asbury Jukes

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

    In a business where success is defined as getting a second single and longevity measured in nanoseconds, simply surviving for thirty-plus years is a rare accomplishment. But Southside Johnny and …

    $48 – $68
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for …

    $30 – $35
  • Cyrus Chestnut Trio

    Jazz Forum Club Performances
    Jazz Forum Club 1 Dixon Lane, Tarrytown, NY, United States

    The New York Daily News once heralded Cyrus Chestnut as the rightful heir to Bud Powell, Art Tatum and Erroll Garner. In an interview on National Public Radio (NPR) for …

    $30 – $35
  • Watercolor Painting En Plein Air

    Watercolor Painting En Plein Air
    Rockefeller State Park Preserve 125 Phelps Way, Pleasantville, NY, United States

    Experience nature through painting! Learn the watercolor technique under the guidance of award-winning artist, Anne Johann, as you absorb the beauty of the landscape at Rockefeller State Park Preserve. You …

    $8
  • TaSH Farmers Market

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

    Fresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is live music and sometimes demonstrations of traditional crafts. Route 9 (Broadway) next …

    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.