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Visit Sleepy Hollow

Where the Legend Lives

  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Death by Chocolate Tea & Tour
      • Fall Crafts at Lyndhurst
      • Gothic Market Weekend at Lyndhurst
      • J.W. Ocker Book Talk: ‘Chasing the Headless Horseman’ at Lyndhurst
      • The Masquerade of the Red Death
      • Sunset Soirée at Lyndhurst’s Overlook
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • General Daniel Delavan & the American Revolution
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • Fall Crafts at Lyndhurst
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz at Horan’s Landing
    • Jazz at Pierson Park
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Oktoberfest
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Tarrytown Outdoor Summer Concert Series
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions
  • See
    • Armour-Stiner Octagon House
    • Christ Episcopal Church
    • David Rockefeller Creative Arts Center at Pocantico
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
      • A Dark Shadows Halloween at Lyndhurst Mansion
      • Death by Chocolate Tea & Tour
      • Fall Crafts at Lyndhurst
      • Gothic Market Weekend at Lyndhurst
      • J.W. Ocker Book Talk: ‘Chasing the Headless Horseman’ at Lyndhurst
      • The Masquerade of the Red Death
      • Sunset Soirée at Lyndhurst’s Overlook
      • Trick-or-Treat Weekend at Lyndhurst
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
      • The Headless Horseman Files
      • The Spirits of Sleepy Hollow Country
      • Twilight Village at Sleepy Hollow
    • Rockefeller State Park Preserve 
      • The Legend of Sleepy Hollow and Local Lore
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
      • General Daniel Delavan & the American Revolution
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Stone Barns Center
    • Sunnyside
      • Irving’s Legend
    • Union Church of Pocantico Hills
  • Events
    • Events
    • A Perfect Fall Day in Sleepy Hollow
    • Halloween in Sleepy Hollow Country
    • An Audience with Poe
    • A Dark Shadows Halloween at Lyndhurst Mansion
    • Fall Crafts at Lyndhurst
    • General Daniel Delavan & the American Revolution
    • Great Jack O’Lantern Blaze
    • The Headless Horseman Files
    • Irving’s Legend
    • Jazz at Horan’s Landing
    • Jazz at Pierson Park
    • Jazz Forum
    • The Legend of Sleepy Hollow and Local Lore
    • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Oktoberfest
    • Sleepy Hollow Music Festival
    • Sleepy Hollow Street Fair
    • The Spirits of Sleepy Hollow Country
    • SUP Witches Festival
    • Tarrytown Music Hall Performances
    • Tarrytown Music Hall Ghost Tours
    • Tarrytown Outdoor Summer Concert Series
    • Twilight Village at Sleepy Hollow
  • Eat
    • Breakfast
    • Lunch and Dinner
    • Sweets
    • Drinks
  • Shop
    • Apple Picking
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • Sleepy Hollow Beyond October: A Spring and Summer Guide
    • Sleepy Hollow Without a Car: Visiting by Train
    • A Perfect Fall Day in Sleepy Hollow
    • The Other Ghosts of Sleepy Hollow
    • Sleepy Hollow Country
    • How Charles Dickens Stole Christmas
    • Movies Made Here
    • Directions
Jack O'Lantern at Sleepy Hollow Haunted Hayride

Sleepy Hollow Haunted Hayride

An actor at Sleepy Hollow Haunted Hayride is dressed as a clown holding bouquet of red balloons.

Climb aboard the Sleepy Hollow Haunted Hayride and hold on to your head! All seems well when you board your hay wagon in the brightly lit streets of downtown Sleepy Hollow. The journey begins innocently enough. Rumbling off into the dark you realize too late you are heading down the Albany Post Road, past the millpond at Philipsburg Manor — the very spot where Ichabod Crane once sauntered with a "bevy" of country damsels in Washington Irving's tale — and on past the Old Dutch Church, following exactly Ichabod's flight from the Headless Horseman. Then you're through a set of iron gates and the wagon slips into the dark woods of the hollow. Clattering across a wooden bridge, you start to hear shrieks and the sound of hoofbeats . . .

One of the most anticipated events of Sleepy Hollow's peak October season, the hayride itself isn't terribly scary — but the wait in line can be! That's why there's a free block party on Beekman Avenue both nights to keep you entertained before your hair-raising ride through the real Sleepy Hollow. If you keep your head, you're welcome to come back for more live music, entertainment, family activities and vendors!

Ticket sales are online only. Tickets to the Sleepy Hollow Haunted Hayride are timed entry and specific to either Friday or Saturday night.

Where: Sleepy Hollow Village Hall, 28 Beekman Avenue, Sleepy Hollow, NY 10591, 914-366-5100.

2026 dates: October 16 and 17. Block party begins at 5 pm, hayride begins at 7 pm.

For information: https://www.sleepyhollowny.gov, Village of Sleepy Hollow Recreation Department, 914-366-5109

For tickets: Secure your spot early! Tickets sell fast for this popular Halloween event. TICKETS GO ON SALE SEPTEMBER 4 AT 9 AM THROUGH THE VILLAGE WEBSITE https://www.sleepyhollowny.gov

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Events Calendar

7 events found.
  • Week of August 23
  • Previous week
  • Next week
9:00 am
Irvington Farmers Market
August 23 @ 9:00 am - 1:30 pm

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
Old Croton Aqueduct Weir Tour
August 23 @ 10:00 am - 12:00 pm

Old Croton Aqueduct Weir Tour

Joseph G. Caputo Community Center 95 Broadway, Ossining
Free
1:00 pm
The Original Knickerbocker Tour
August 23 @ 1:00 pm - 2:00 pm

The Original Knickerbocker Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow
$20
+ 2 More
Notice
No events scheduled for August 24, 2026.
6:00 pm
Jazz at Horan’s Landing
August 25 @ 6:30 pm - 8:00 pm

Jazz at Horan’s Landing

Horan's Landing Park 57 River Street, Sleepy Hollow
Free
Notice
No events scheduled for August 26, 2026.
6:00 pm
Sunset Yoga at Tarrytown House Estate
August 27 @ 6:30 pm - 7:30 pm

Sunset Yoga at Tarrytown House Estate

Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown
donation
7:00 pm
Tarrytown Outdoor Summer Concert Series
August 27 @ 7:00 pm - 9:00 pm

Tarrytown Outdoor Summer Concert Series

Pierson Park 238 West Main Street, Tarrytown
Free
6:00 pm
Jazz at Pierson Park
August 28 @ 6:30 pm - 8:00 pm

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown
Free
8:00 am
TaSH Farmers Market
August 29 @ 8:30 am - 1:30 pm

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
1:00 pm
The Original Knickerbocker Tour
August 29 @ 1:00 pm - 2:00 pm

The Original Knickerbocker Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow
$20
2:00 pm
Classic Daytime Cemetery Tour
August 29 @ 2:00 pm - 4:00 pm

Classic Daytime Cemetery Tour

Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow
$30
+ 2 More

Sunday, August 23, 2026

  • August 23, 2026 9:00 am - 1:30 pm
    Irvington Farmers Market
  • August 23 @ 9:00 am - 1:30 pm

    Irvington Farmers Market

    Enjoy live music, river views and a laid-back setting at this small-town Sunday market showcasing the best of what the Hudson Valley has to offer. In season, there's fresh local …

    Free
  • August 23, 2026 10:00 am - 12:00 pm
    Old Croton Aqueduct Weir Tour
  • August 23 @ 10:00 am - 12:00 pm

    Old Croton Aqueduct Weir Tour

    The Old Croton Aqueduct, New York City's original water supply, carried water 41 miles by gravity from Croton-on-Hudson into the Bronx and Manhattan, passing through Sleepy Hollow and Tarrytown. Now …

    Free
  • August 23, 2026 1:00 pm - 2:00 pm
    The Original Knickerbocker Tour
  • August 23 @ 1:00 pm - 2:00 pm

    The Original Knickerbocker Tour

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of …

    $20
+ 2 More

Monday, August 24, 2026

No events on this day.

Tuesday, August 25, 2026

  • August 25, 2026 6:30 pm - 8:00 pm
    Jazz at Horan’s Landing
  • August 25 @ 6:30 pm - 8:00 pm

    Jazz at Horan’s Landing

    Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park! This annual August series features Mark Morganelli (founder of Jazz Forum Arts) & the Jazz Forum …

    Free

Wednesday, August 26, 2026

No events on this day.

Thursday, August 27, 2026

  • August 27, 2026 6:30 pm - 7:30 pm
    Sunset Yoga at Tarrytown House Estate
  • August 27 @ 6:30 pm - 7:30 pm

    Sunset Yoga at Tarrytown House Estate

    Tarrytown House Estate and Tarrytown-based Yoga Love host an evening yoga series on Duke Terrace, an outdoor terrace strung with lights above the estate's 26-acre grounds. Classes are open to …

    donation
  • August 27, 2026 7:00 pm - 9:00 pm
    Tarrytown Outdoor Summer Concert Series
  • August 27 @ 7:00 pm - 9:00 pm

    Tarrytown Outdoor Summer Concert Series

    Tarrytown Outdoor Summer Concert Series returns with ten free evenings of live music at Pierson Park. Enjoy local bands while watching the sun set over the Hudson River! Pack a …

    Free

Friday, August 28, 2026

  • August 28, 2026 6:30 pm - 8:00 pm
    Jazz at Pierson Park
  • August 28 @ 6:30 pm - 8:00 pm

    Jazz at Pierson Park

    Enjoy eight free Friday evenings of Jazz at Tarrytown's waterfront Pierson Park. Bring a picnic dinner or enjoy local food truck fare while watching the sun set over the Hudson …

    Free

Saturday, August 29, 2026

  • August 29, 2026 8:30 am - 1:30 pm
    TaSH Farmers Market
  • August 29 @ 8:30 am - 1:30 pm

    TaSH Farmers Market

    Stop by TaSH — the Tarrytown and Sleepy Hollow Farmers Market — for fresh Hudson Valley produce, meat, bread, cut flowers, dairy, preserves, wine and beer. There are weekly live …

    Free
  • August 29, 2026 1:00 pm - 2:00 pm
    The Original Knickerbocker Tour
  • August 29 @ 1:00 pm - 2:00 pm

    The Original Knickerbocker Tour

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of …

    $20
  • August 29, 2026 2:00 pm - 4:00 pm
    Classic Daytime Cemetery Tour
  • August 29 @ 2:00 pm - 4:00 pm

    Classic Daytime Cemetery Tour

    Soak up the beauty of this 177-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 …

    $30
+ 2 More
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Recent Posts

  • The Legend of Sleepy Hollow and Local Lore
  • Sleepy Hollow Music Festival
  • SUP Witches Festival
  • The Headless Horseman Files
  • Fall Crafts at Lyndhurst

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