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Tarrytown and Sleepy Hollow at Night

Sat, Oct 03

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Tarrytown, NY, USA

Join Hoboken Travel Club for a night in Sleepy Hollow & Tarrytown where fall colors, history, and a touch of Halloween magic create the perfect evening escape.

Tarrytown and Sleepy Hollow at Night
Tarrytown and Sleepy Hollow at Night

Time & Location

Oct 03, 2026, 12:00 PM – 10:00 PM

Tarrytown, NY, USA

About the event

Join Hoboken Travel Club for a fall adventure to Sleepy Hollow, NY the legendary riverside town that inspired Washington Irving’s The Legend of Sleepy Hollow. Just north of New York City, this historic village comes alive in autumn with glowing foliage, eerie charm, and a touch of Halloween magic.


This is not your typical fall outing.


We’ll spend the evening exploring Sleepy Hollow after dark taking in the unforgettable The Great Jack O'Lantern Blaze where thousands of hand-carved jack-o’-lanterns light up the night in an incredible display of art and atmosphere. We’ll also gather for a reading of Edgar Allan Poe’s The Legend of the Headless Horseman, bringing the story to life in the very place it was born.


As we wander, you’ll experience the magic of the Sleepy Hollow Cemetery, where history and legend meet. Between stops, we’ll soak in the quiet beauty of this historic town, with its…


Tickets

  • General Admission

    Sale ends

    Oct 02, 6:00 PM

    Ticket Includes: Tickets to the Great Jack O' Lantern Blaze, Legend of Sleepy Hollow Story Telling and roundtrip transportation and a curated itinerary led by trip hosts. Please note: Because tickets and arrangements are purchased in advance, the $70 deposit is non-refundable under all circumstances.

    $200.00

    +$5.00 ticket service fee

Total

$0.00

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