The Holiday Season
in Sleepy Hollow Country
Welcome to the Yuletide Hollow
When the mists clear and snow dusts the bridges, Sleepy Hollow transforms from a haunted legend into a charming holiday haven. Trade Jack-o’-lanterns for twinkling lights, and center-stage ghosts for joyful carolers and Victorian cheer. Come stroll through the village, steeped in history, folklore, and festive warmth.
What to see
When the last autumn leaves fall and snow begins to settle along the Hudson, Sleepy Hollow and Tarrytown transform into winter villages glowing with holiday wonder. From sparkling lights along historic streets to the timeless stories of Washington Irving, there’s no place quite like the Yuletide Hollow.
Plan your visit and experience the holidays Sleepy Hollow–style!
Tarrytown & Sleepy Hollow Winter Stroll
Experience the charm of the season as our historic towns come alive with festive lights, warm treats, and joyful celebrations.
Washington Irving’s Christmas Stories
Reading of some of Irving’s Christmas tales and an explanation of how he influenced not one, but two major holidays!
Victorian Christmas at the Octagon House
Master storyteller Jonathan Kruk casts a spell with dramatic performances of the classic tale!
Tarrytown Tree Lighting and Holiday Festivities
The village’s annual Holiday Kickoff is a cozy, family-friendly celebration.
Ghosts of Christmas Past – Tours of Tarrytown Music Hall
Spirits linger in this picturesque Victorian era theatre!
Dickens’s ‘Christmas Carol’
Experience the tale of Ebenezer Scrooge like you never have before!
Mr. Dickens Tells A Christmas Carol
This one-hour play recreates the famous performance tour by Charles Dickens in 1867.
Victorian Christmas
Enjoy a festive tour of Washington Irving’s Sunnyside, all decked out in holiday finery.
Holiday Tea
Enjoy a festive tea at Philipsburg Manor featuring seasonal treats.
Lyndhurst Holiday Opening Weekend & Market
A festive Holiday Makers Market featuring local artisans and their handcrafted treasures!
Octagon House Tour: The Spirit of Christmas Past
Join the ladies of The Octagon House amid exquisite holiday decorations.
Historical Society Open House
Festive music, sweet treats, crafting, gifts for sale, and holiday spirit!