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  • A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.

    Winter Tours of Union Church of Pocantico Hills

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

    Union Church was organized as a non-denominational Protestant church in 1915, with John D. Rockefeller among the founders. Over the years, the Rockefeller family commissioned stained-glasses windows by European masters Henri Matisse and Marc Chagall to adorn the unassuming country church. The site will be open for guided tours Saturday-Sunday, December 7-December 22. Tickets are …

    $10

  • Lyndhurst Holiday Tea

    Lyndhurst Holiday Tea
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    For over a century, several of the families who once called Lyndhurst home, infused the mansion with the magic of the holiday season. Lavishly decorated, Lyndhurst would come alive with holiday dishes gracing the tables as music filled the rooms with the sounds of Christmas. Inspired by these traditions, the Holiday Tea will celebrate the genre …

    $85
  • Irvington's octagon house is covered in snow.

    Victorian Christmas at The Octagon House

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

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47

  • Lyndhurst Holiday Tea

    Lyndhurst Holiday Tea
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    For over a century, several of the families who once called Lyndhurst home, infused the mansion with the magic of the holiday season. Lavishly decorated, Lyndhurst would come alive with holiday dishes gracing the tables as music filled the rooms with the sounds of Christmas. Inspired by these traditions, the Holiday Tea will celebrate the genre …

    $85
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47
  • This is a promotional montage for Big Bad Voodoo Daddy at Tarrytown Music Hall.

    Big Bad Voodoo Daddy’s Wild And Swingin’ Holiday Party!

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

    For 30 years, Big Bad Voodoo Daddy’s unique take on American swing and jazz music has thrilled audiences around the world, while their unique and spirited “Wild and Swingin’ Holiday Party” has become an eagerly anticipated annual family event. Singer and band leader Scotty Morris says “If you’re going to go to a holiday show …

    $40.50 – $51
  • Irvington's octagon house is covered in snow.

    Victorian Christmas at The Octagon House

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

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • Irvington's octagon house is covered in snow.

    Victorian Christmas at The Octagon House

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

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34

  • Octagon House Tour: The Spirit of Christmas Past

    Octagon House Tour: The Spirit of Christmas Past
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Immersive Octagon House Tour with Readings from 'A Christmas Carol' This immersive tour transports visitors back to the Victorian era as the ladies of The Octagon House prepare to host their Christmas festivities. Join the ladies as they move through the exquisitely decorated rooms of this one-of-a-kind home to check the table settings, gifts, and …

    $58
  • Irvington's octagon house is covered in snow.

    Victorian Christmas at The Octagon House

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

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34

  • Octagon House Tour: The Spirit of Christmas Past

    Octagon House Tour: The Spirit of Christmas Past
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    Immersive Octagon House Tour with Readings from 'A Christmas Carol' This immersive tour transports visitors back to the Victorian era as the ladies of The Octagon House prepare to host their Christmas festivities. Join the ladies as they move through the exquisitely decorated rooms of this one-of-a-kind home to check the table settings, gifts, and …

    $58

  • Mr. Dickens Tells A Christmas Carol

    Mr. Dickens Tells A Christmas Carol
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    M&M Performing Arts Presents: Mr. Dickens Tells A Christmas Carol This one-hour play recreates the famous performance tour by Charles Dickens in 1867 with his classic tale bringing the travails of Ebenezer Scrooge, Bob Cratchit, and Tiny Tim alive. Taken from the original script, actor Michael Muldoon plays Charles Dickens and tells the well-loved tale …

    $49
  • This is a promotional montage for Small Town Murder at Tarrytown Music Hall.

    Small Town Murder

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

    Comedians James Pietragallo and Jimmie Whisman are taking their hit podcast, Small Town Murder, on the road! Each week, they look at a small town, what makes it tick, and a murder that took place there. In depth research, horrible tragedy, and the hosts' comedic spin on the whole thing. Shut up, and give me …

    $45.50 – $75.50

  • Winter Tours of Washington Irving’s Sunnyside

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

    America’s “Founding Father of Literature” and inventor of many Christmas traditions created this romantic, picturesque estate nestled along the Hudson riverbank. The house and the furnishings, many of which are original to Irving, have been restored to their 1850s character. The site will be open for guided tours and the museum shop will be open …

    $13 – $18

  • Winter Tours of Philipsburg Manor

    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 farmers and twenty three enslaved individuals. It is the country’s first living history museum to focus on the history of northern slavery. The site will …

    $13 – $18
  • A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.

    Winter Tours of Union Church of Pocantico Hills

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

    Union Church was organized as a non-denominational Protestant church in 1915, with John D. Rockefeller among the founders. Over the years, the Rockefeller family commissioned stained-glasses windows by European masters Henri Matisse and Marc Chagall to adorn the unassuming country church. The site will be open for guided tours Saturday-Sunday, December 7-December 22. Tickets are …

    $10
  • This is a promotional montage for Laurie Berkner Band at Tarrytown Music Hall.

    Laurie Berkner: 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! There are two shows, 11am and 3pm. Choose the one that works best for you. The Laurie Berkner Band’s holiday concert has something for everyone, no matter what you celebrate! The band will play a mix of traditional songs like “Frosty …

    $36 – $101
  • Irvington's octagon house is covered in snow.

    Victorian Christmas at The Octagon House

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

    19th Century Holiday Cheer Celebrate the holiday season in Victorian splendor at The Octagon House. All rooms in the house will be decorated with wreaths, garlands, and the sparkle of ornaments on three grand Christmas trees. While exploring the colorful history of this one-of-a-kind home, visitors will see stunning examples of antique holiday décor and …

    $29 – $34
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47
  • This is a view of the Dickens’s Christmas Carol performed by Jonathan Kruk at The Old Dutch Church in Sleepy Hollow, N.Y. on December 17, 2023.

    Dickens’s ‘Christmas Carol’

    Dickens’s ‘Christmas Carol’
    Old Dutch Church 430 North Broadway, Sleepy Hollow, NY, United States

    Step into a Sparkling Tale of Redemption: A Merry Holiday Experience! This holiday season, let your spirit shine as bright as the star atop the tree with a visit to A Christmas Carol performed live at Sleepy Hollow’s historic Old Dutch Church. Immerse yourself in Charles Dickens' heartwarming tale, brought to life by the spirited …

    $42 – $47
  • This is a promotional montage for Laurie Berkner Band at Tarrytown Music Hall.

    Laurie Berkner: 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! There are two shows, 11am and 3pm. Choose the one that works best for you. The Laurie Berkner Band’s holiday concert has something for everyone, no matter what you celebrate! The band will play a mix of traditional songs like “Frosty …

    $36 – $101

  • Holiday Makers Market

    Makers Market
    Makers Central 84 Central Avenue, Tarrytown, NY, United States

    Don't miss the 4th annual Shop Small Makers Market! Makers Central is a shared studio space in the heart of Tarrytown whose mission is to build a collaborative, productive work environment where like-minded maker businesses flourish. This is a community of members who focus on handmade, functional goods for home and hospitality. For two weekends …

    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.