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  • Home of the ‘Legend’

    Home of the ‘Legend’
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …

    $15 – $18
  • Kykuit Tours

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

    Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2023 the site will be open for guided walking tours Friday-Sunday from May 12-October …

    $20 – $65
  • 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

    The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …

    $24 – $129
  • The Legend Cirque

    The Legend Cirque
    East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

    The Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life …

    $45 – $50
  • Nilson Matta & Brazilian Voyage Quintet

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

    Nilson Matta & Brazilian Voyage feat. Liz Rosa, Steve Wilson, Chico Pinheiro & Duduka Da Fonseca. Nilson Matta has long been considered one of the world’s greatest bass players and …

    $30 – $35
  • Ani DiFranco

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

    Widely considered a feminist icon, Grammy winner Ani DiFranco is the mother of the DIY movement, being one of the first artists to create her own record label in 1990. …

    $51 – $71
  • 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 …

    $46
  • Nilson Matta & Brazilian Voyage Quintet

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

    Nilson Matta & Brazilian Voyage feat. Liz Rosa, Steve Wilson, Chico Pinheiro & Duduka Da Fonseca. Nilson Matta has long been considered one of the world’s greatest bass players and …

    $30 – $35
  • 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
  • Lyndhurst Tours

    Lyndhurst Tours
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    Lyndhurst, one of America’s finest Gothic Revival mansions, overlooks the Hudson River in Tarrytown, NY. The estate was shaped for more than a century by three families and their staff: The …

    $18 – $42
  • Home of the ‘Legend’

    Home of the ‘Legend’
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    At this family-friendly happening, visitors can tour Washington Irving’s house—decorated for the season—watch an original shadow puppet short film, and enjoy games on the lawn. A special exhibit highlights how …

    $15 – $18
  • Kykuit Tours

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

    Built between 1906 and 1913, Kykuit was home to four generations of the Rockefeller family. In 2023 the site will be open for guided walking tours Friday-Sunday from May 12-October …

    $20 – $65
  • 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
  • Canceled Sleepy Hollow Cultural Festival

    Beekman Avenue, Sleepy Hollow Beekman Avenue, Sleepy Hollow, NY, United States

    Photo by Margaret Fox. A celebration of the many cultures represented in Sleepy Hollow including performances of traditional dances, live music, food and craft vendors, and a community arts exhibition. …

    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
  • Cookies with Andre

    Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United States

    Spend a delightful afternoon with British officer and spy Major John Andre, who will speak about his infamous life and death during the American Revolution. Major Andre will discuss his …

    Free
  • The Legend Cirque

    The Legend Cirque
    East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

    The Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life …

    $45 – $50
  • 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 174-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 Great Jack O’Lantern Blaze

    The Great Jack O’Lantern Blaze
    Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

    The Great Jack O'Lantern Blaze is the Hudson Valley’s most electrifying fall happening! Meander through the 18th-century landscape of Van Cortlandt Manor and discover a breathtaking display of more than …

    $24 – $129
  • The Legend Cirque

    The Legend Cirque
    East Parcel 60 Continental Street, Sleepy Hollow, NY, United States

    The Legend Cirque is back by popular demand for a second season. Step into the magic of the Big Top and witness The Legend of Sleepy Hollow come to life …

    $45 – $50
  • Nilson Matta & Brazilian Voyage Quintet

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

    Nilson Matta & Brazilian Voyage feat. Liz Rosa, Steve Wilson, Chico Pinheiro & Duduka Da Fonseca. Nilson Matta has long been considered one of the world’s greatest bass players and …

    $30 – $35
  • Concert: Steel Passion

    Christ Church San Marcos 43 South Broadway, Tarrytown, NY, United States

    Free concert by the steel band of Christ Church San Marcos! Concert takes place in Ackerman Hall at West Elizabeth and John Streets, downhill from Christ Church. Washington Irving, author …

    Free
  • 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 …

    $50
  • Michael Franks

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

    Michael Franks is an American singer and songwriter, considered a leader of the Quiet Storm genre. He has recorded with a variety of well-known artists, singers, and musicians such as: …

    $55 – $85

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.