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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 173-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 …

    $25
  • Mark Sherman Quartet

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

    Mark Sherman was a winner in the Downbeat Magazine's Critics and readers poll from 2007-2017. Mark brings a deeply rooted post-bop approach to a program of originals and standards, which convincingly carry on the art form with a potent level of invigorating musicianship. His music is relentlessly energetic, hard-charging, and brimming with incredible improvisations from …

    $15 – $20
  • Mark Sherman Quartet

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

    Mark Sherman was a winner in the Downbeat Magazine's Critics and readers poll from 2007-2017. Mark brings a deeply rooted post-bop approach to a program of originals and standards, which convincingly carry on the art form with a potent level of invigorating musicianship. His music is relentlessly energetic, hard-charging, and brimming with incredible improvisations from …

    $15 – $20
  • American Aristocrats Cemetery Tour

    American Aristocrats Cemetery Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Short on time? Make the most of it and meet the crème de la crème on this one-hour lantern tour of Sleepy Hollow Cemetery! The Gilded Age began after the Civil War and ended around 1900. It was a time of tremendous industrialization and rapid economic growth. Railroads were built to connect the East Coast …

    $30
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • David Bromberg Big Band

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

    With his 1971 self-titled Columbia Records release, multi-instrumentalist, singer and songwriter David Bromberg emerged as a wunderkind of American roots music. The disc’s blend of traditional and original material, virtuosic musicianship and iconic cover art trumpeted the arrival of a new artist of audacious vision. Over the course of seven more albums for Columbia & …

    $49 – $74
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Indigo Girls

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

    Released in 1989, Indigo Girls' eponymous major label debut sold over two million copies under the power of singles “Closer to Fine” and “Kid Fears” and turned Indigo Girls into one of the most successful folk duos in history. Over a thirty-five-year career that began in clubs around their native Atlanta, Georgia, the multi-Grammy-winning duo …

    $68 – $98
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • The Laurie Berkner Band: A Live Holiday Concert

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

    A live concert performance by The Laurie Berkner Band! A Tarrytown Music Hall Holiday Tradition! The Laurie Berkner Band's holiday concert will celebrate the season with traditional songs like "Jingle Bells," and "Frosty the Snowman," plus originals from Laurie's well-loved album, A Laurie Berkner Christmas, including "Santa's Coming To My House Tonight" and "Candle Chase." …

    $35 – $100
  • The Laurie Berkner Band: A Live Holiday Concert

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

    A live concert performance by The Laurie Berkner Band! A Tarrytown Music Hall Holiday Tradition! The Laurie Berkner Band's holiday concert will celebrate the season with traditional songs like "Jingle Bells," and "Frosty the Snowman," plus originals from Laurie's well-loved album, A Laurie Berkner Christmas, including "Santa's Coming To My House Tonight" and "Candle Chase." …

    $35 – $100
  • Tarrytown and Sleepy Hollow Winter Stroll

    Tarrytown & Sleepy Hollow Winter Stroll
    Main Street, Tarrytown Main Street, Tarrytown, NY, United States

    Kick off the Holiday season on December 3rd with the second annual Tarrytown and Sleepy Hollow Winter Stroll!  Extended shopping hours, outdoor dining, story telling, trolleys, holiday treats, carolers, ugly sweater contest, live entertainment and other special events! 2022 date: December 3. 5 pm tp 9 pm. Where: Main Street, Tarrytown, NY 10591 For info: https://www.sleepyhollowtarrytownchamber.com …

    Free
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Lewis Black: Off The Rails

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

    Known as the King of Rant, Lewis Black uses his trademark style of comedic yelling and finger pointing to expose the absurdities of life. His comedic brilliance makes people laugh at life’s hypocrisies and the insanity he sees in the world. A GRAMMY Award-winning stand-up, Lewis Black performs his critically acclaimed shows more than 200 …

    $58 – $98
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • An Evening with Steve Hackett

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

    Steve Hackett is renowned as an immensely talented and innovative rock musician. He was lead guitarist with GENESIS as part of, that produced acclaimed albums such as SELLING ENGLAND BY THE POUND (a favorite of John Lennon). With GENESIS, Steve's guitar playing produced some of the most memorable moments, from the sensitivity of his acoustic …

    $58 – $88
  • The Machine

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

    With stellar musicianship and passionate delivery The Machine has forged a 30+ year reputation of extending the musical legacy of Pink Floyd. The New York-based quartet performs a diverse mix of The Floyd's extensive 16-album repertoire, complete with faithful renditions of popular hits as well as obscure gems. The band features founding member Tahrah Cohen …

    $30 – $45
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Judy Collins – Holiday & Hits

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

    The Christmas concert series will feature a program of holiday classics, songs from Judy Collins’s latest album, Spellbound—her 55th album and her first ever complete album of originals—and beloved songs culled from her six-decade career. Holiday & Hits will be an intimately elegant Christmas experience curated by Judy. Her singular baroque folk sensibility is uniquely …

    $35 – $65
  • Victorian Christmas at the Octagon House

    Victorian Christmas at the Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Celebrate the holiday season in Victorian splendor at The Armour-Stiner Octagon House in Irvington, New York. Join us for an opportunity to experience this lyrical, eight-sided home surrounded by the sights of Christmas in 1872. The restored National Landmark will be filled with elaborate holiday décor featuring wreaths, garlands, and the sparkle of ornaments on …

    $29
  • Cherish the Ladies – A Celtic Christmas

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

    An annual sold-out tradition at Tarrytown Music Hall, Cherish the Ladies returns to to celebrate the holiday season! The Grammy Award nominated Irish-American supergroup formed in 1985 to celebrate the rise of extraordinary women in what had been a male-dominated Celtic music scene. Celebrating their 35th anniversary, Cherish The Ladies has shared timeless Irish traditions …

    $38 – $48

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.