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Visit Sleepy Hollow

Where the Legend Lives

  • See
    • Christ Episcopal Church
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
    • Octagon House
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
    • Rockefeller State Park Preserve 
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Sunnyside
    • Union Church of Pocantico Hills
  • Events
    • Events Calendar
    • Tarrytown Music Hall Performances
  • Shop
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • Dine
    • Breakfast
    • Lunch and Dinner
    • Drinks
    • Coffee & Tea
    • Sweets
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • How Charles Dickens Stole Christmas
    • Carl’s Mill
    • Movies Made Here
    • Spook Rock
    • Florence Inn
    • Directions
  • See
    • Christ Episcopal Church
    • Headless Horseman Bridge
    • Headless Horseman Statue
    • Historical Society
    • Kykuit
    • Legend Landmarks
    • Lyndhurst
    • Octagon House
    • Old Croton Aqueduct Trail
    • Old Dutch Church
    • Philipsburg Manor
    • Rockefeller State Park Preserve 
    • Sleepy Hollow Cemetery
      • Sleepy Hollow Cemetery Tours
    • Sleepy Hollow Lighthouse
    • Sunnyside
    • Union Church of Pocantico Hills
  • Events
    • Events Calendar
    • Tarrytown Music Hall Performances
  • Shop
    • Farmers Markets
    • Sleepy Hollow Souvenirs
  • Dine
    • Breakfast
    • Lunch and Dinner
    • Drinks
    • Coffee & Tea
    • Sweets
  • Stay
    • Hotels
    • Motels and Budget
    • Inns and Bed & Breakfasts
    • Camping
  • About
    • How Charles Dickens Stole Christmas
    • Carl’s Mill
    • Movies Made Here
    • Spook Rock
    • Florence Inn
    • Directions
Orange, yellow and white pumpkins arranged in the bed of a wooden wheelbarrow.

Halloween in Sleepy Hollow

It's the most wonderful time of the year!

Blazing Jack O'Lanterns!

Street fairs and farmers markets!

The headless horseman!

Explore the calendar
Illuminated jack o'lanterns at Pumpkin Blaze.

About October

Halloween in Sleepy Hollow has something for everyone: haunted hayrides, Gothic mansions, blazing pumpkins, farmers markets, live music, street fairs, 5K run (costumes welcome!), Halloween parade, and of course, the Headless Horseman!

Venues usually announce October event schedules in August with ticket sales starting around September 1. The Great Jack O'Lantern Blaze usually offers early sales to its members and sometimes opens pre-sales to followers of its social media accounts: Historic Hudson Valley's Instagram and Facebook.

Most October events sell out, especially weekend time slots. We strongly recommend you buy tickets before arriving.

Explore the calendar

What to see

There's so much to do in Sleepy Hollow when the leaves turn color. Start planning your adventure here!

HH Blaze

The Great Jack O’Lantern Blaze
More than 7,000 hand-carved, illuminated pumpkins set against the mysterious backdrop of 18th-century buildings!

lantern-tour-lister

Sleepy Hollow Cemetery Tours
Day and evening guided walking tours of this historic 90-acre cemetery.

A performer with Westchester Circus Arts performs on aerial silks.

The Legend - Cirque Theatre
Gravity-defying performance of The Legend of Sleepy Hollow!

The mansion is decorated for Lyndhurst After Dark, a Halloween celebration.

Lyndhurst After Dark
There's nothing like a Gothic mansion after hours!

Pumpkins and Fall leaves arranged on the ground below a rustic wheelbarrow.

Farmers Markets
Fresh Hudson Valley produce, meat, bread, cut flowers, dairy products, preserves, wine, and beer!

The headless horseman stands outside the Tarrytown Music Hall in front of a poster for the Hall's ghost tours.

Music Hall Ghost Tours
Spirits linger in this picturesque Victorian era theatre!

devil-walker-2

Washington Irving’s “The Devil and Tom Walker
A miser sells his soul to the devil in exchange for pirate treasure!

The annual Tarrytown Halloween Parade and block party is the highlight of the October season.

Tarrytown Halloween Parade
20th annual parade followed by block party!

An actor portrays Hulda of Bohemia during a performance at night in Rockefeller State Park Preserve.

Hulda's Night
Follow local legends into the night time woods of Rockefeller State Park!

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

Haunted Hayride
Climb aboard Sleepy Hollow’s annual Haunted Hayride and hold on to your head!

The Armour-Stiner Octagon House in Irvington is decorated with pumpkins for the fall season.

Octagon House Myths & Mysteries
Delve into the myths and mysteries of this eight-sided house!

Irving's Legend

Irving's Legend
Master storyteller Jonathan Kruk casts a spell with dramatic performances of the classic tale!

Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.

Home of the 'Legend'
Outdoor family fun on the grounds of Washington Irving’s estate!

historical-front

Historical Society Tours
Explore the history of Tarrytown and Sleepy Hollow!

Carla Lynne Hall Hulda Promo copy

Hulda: The Other Legend of Sleepy Hollow
This one-woman show tells the story of Hulda of Bohemia.

Kathryn W. Davis RiverWalk Center in Sleepy Hollow is decorated with sheaves of corn, pumpkins and chrysanthemums ahead of Oktoberfest celebration.

Oktoberfest
Celebrate the season on the shore of the Hudson River. Food, beverages, family fun!

Storyteller Jonathan Kruk holds a carved jack-o'-lantern at a farmers market.

The Legends of The Legend of Sleepy Hollow
Hear haunting tales of the ghosts surrounding the Headless Horseman!

Sleepy Hollow Street Fair tent by J & G Deli features baked goods.

Sleepy Hollow Street Fair
Food, music, local retailers, arts & crafts, plus Halloween and Holiday items!

Three pumpkins nestled in fallen leaves in Sleepy Hollow Cemetery.

The schedule

We do our best to keep this calendar up-to-date, but to avoid disappointment you should contact establishments in advance to confirm hours of operation, rates, and availability.

The full calendar

Sleepy Hollow is a real place?

Yes! More than 200 years ago, author Washington Irving gave the name "Sleepy Hollow" to the valley of a local stream. The villages of Sleepy Hollow and Tarrytown are on the east bank of the Hudson River, about 15 miles north of New York City. It's easy to get here by car or train.

Find a place to stay
A couple seated at the observation deck at Pierson Park in Tarrytown, New York, with Mario Cuomo Bridge in background.

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This is a space ad for performance of Tartuffe at Lyndhurst mansion in Tarrytown.
Promotional image for Piermont Outfitters.

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8:00 pm
Promotional image of Mandy Patinkin for his appearance at Tarrytown Music Hall.
February 11 @ 8:00 pm - 9:30 pm

Mandy Patinkin in Concert: Being Alive

Tarrytown Music Hall 13 Main Street, Tarrytown
$58 – $108

Week of Events

Sun 5

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Fri 10

Sat 11

8:00 pm - 9:30 pm

Mandy Patinkin in Concert: Being Alive

Promotional image of Mandy Patinkin for his appearance at Tarrytown Music Hall.
February 11 @ 8:00 pm - 9:30 pm

Mandy Patinkin in Concert: Being Alive

Mandy Patinkin in Concert: Being Alive with Adam Ben-David on piano Before he was an Emmy-winning TV star, Mandy Patinkin was already a Tony-winning Broadway legend. Mandy Patinkin in Concert: BEING …

$58 – $108
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