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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 
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
    • Sleepy Hollow Lighthouse
    • Sunnyside
    • Union Church of Pocantico Hills
  • Events
    • Events Calendar
    • Jazz Forum
    • Jazz at Horan’s Landing Park
    • Jazz at Pierson Park
    • Sleepy Hollow Cemetery Tours
    • Sunset Jazz at Lyndhurst Summer Series
    • Tarrytown Music Hall Performances
    • Halloween in Sleepy Hollow
  • 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
    • Directions
    • Carl’s Mill
    • Movies Made Here
    • Spook Rock
    • Florence Inn
  • 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 
      • Rocky’s 5K
    • Sleepy Hollow Cemetery
    • Sleepy Hollow Lighthouse
    • Sunnyside
    • Union Church of Pocantico Hills
  • Events
    • Events Calendar
    • Jazz Forum
    • Jazz at Horan’s Landing Park
    • Jazz at Pierson Park
    • Sleepy Hollow Cemetery Tours
    • Sunset Jazz at Lyndhurst Summer Series
    • Tarrytown Music Hall Performances
    • Halloween in Sleepy Hollow
  • 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
    • Directions
    • Carl’s Mill
    • Movies Made Here
    • Spook Rock
    • Florence Inn
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

This is an advertisement for Horsefeathers restaurant in Tarrytown, NY.

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.

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!

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!

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!

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 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!

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

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

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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Advertisement for Sleepy Hollow Cemetery day and evening walking tours.

Recent Posts

  • Spring Makers Market
  • Rocky’s 5K
  • Sleepy Hollow Street Fair
  • Hulda’s Night at Rockefeller State Park Preserve
  • Tarrytown Halloween Parade
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  • Week of May 22
  • Previous week
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9:00 am
A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 22 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$15 – $20
Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
May 22 @ 9:30 am - 1:00 pm Recurring

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
May 22 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$12 – $17
The Octagon House in Irvington, NY is open seasonally for tours.
May 22 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$27 – $29
A view of the main entranct to Kykuit, the John D. Rockefeller mansion.
May 22 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
May 22 @ 10:30 am - 3:30 pm Recurring

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$12 – $17
11:00 am
A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.
May 22 @ 11:30 am - 12:30 pm Recurring

The Original Knickerbocker Tour

Sleepy Hollow Cemetery - South Gate 430 North Broadway, Sleepy Hollow
$15
+ 8 More
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
May 23 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$27 – $29
  • No events scheduled for May 24, 2022.
7:00 am
A small group of birders looks over a lake.
May 25 @ 7:00 am - 9:00 am Recurring

Small Group Birding at Rockefeller State Park Preserve

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
Free
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
May 26 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$27 – $29
7:00 pm
Sunset over the Tappan Zee Bridge and Hudson River.
May 26 @ 7:30 pm - 9:00 pm

Sunset Hike at Rockwood Hall

Rockwood Hall 1 Rockwood Road, Sleepy Hollow
$3
9:00 am
A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 27 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$15 – $20
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
May 27 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$12 – $17
The Octagon House in Irvington, NY is open seasonally for tours.
May 27 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$27 – $29
May 27 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
May 27 @ 10:30 am - 3:30 pm Recurring

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$12 – $17
A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.
May 27 @ 10:30 am - 3:30 pm Recurring

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow
$9
7:00 pm
May 27 @ 7:00 pm - 8:30 pm Recurring

Helio Alves & Chico Pinheiro Quartet

Jazz Forum Club 1 Dixon Lane, Tarrytown
$25 – $30
+ 5 More
8:00 am
Fresh produce from Berry Brook Farm at Tarrytown and Sleepy Hollow Farmers Market.
May 28 @ 8:30 am - 2:00 pm Recurring

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
9:00 am
Hikers walk on a trail in Rockefeller State Park Preserve.
May 28 @ 9:00 am - 11:00 am

Hike with Mike: “Know Your Limits” Part 1

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 28 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$15 – $20
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
May 28 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$12 – $17
The Octagon House in Irvington, NY is open seasonally for tours.
May 28 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$27 – $29
A view of the main entranct to Kykuit, the John D. Rockefeller mansion.
May 28 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
May 28 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
May 28 @ 10:30 am - 3:30 pm Recurring

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$12 – $17
A view of the front entrance to Union Church of Pocantico Hills against a deep blue sky.
May 28 @ 10:30 am - 3:30 pm Recurring

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow
$9
+ 11 More

Week of Events

Sun 22

Mon 23

Tue 24

Wed 25

Thu 26

Fri 27

Sat 28

9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 22 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

This outdoor walking tour examines the history of the landscaped Lyndhurst estate throughout three families’ ownership. Visitors are led down from the Lyndhurst Veranda and its marble garden furniture and …

$15 – $20
9:30 am - 1:00 pm Recurring

Irvington Farmers Market

Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
May 22 @ 9:30 am - 1:00 pm Recurring

Irvington Farmers Market

Proudly showcasing the best food producers (farmers, bakers, fish & cheese mongers, pretzel, kimchi and even dumpling makers) within a 200-mile radius of the market. Winter Season: 12/12, 1/9 & …

10:00 am - 3:30 pm Recurring

Sunnyside Tours

Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
May 22 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

A charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …

$12 – $17
+ 8 More
10:00 am - 5:00 pm Recurring

Octagon House Tours

The Octagon House in Irvington, NY is open seasonally for tours.
May 23 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

The Armour-Stiner Octagon House, a registered National Historic Landmark, will be offering a series of guided tours; “Springtime at The Octagon House: Historic Home and Landscape Tour” April 28 through …

$27 – $29
7:00 am - 9:00 am Recurring

Small Group Birding at Rockefeller State Park Preserve

A small group of birders looks over a lake.
May 25 @ 7:00 am - 9:00 am Recurring

Small Group Birding at Rockefeller State Park Preserve

Rockefeller State Park Preserve together with adjoining private lands is one of the largest undeveloped tracts of land in Westchester County. With its mix of woodlands, fields, wetlands and a lake, the …

Free
10:00 am - 5:00 pm Recurring

Octagon House Tours

The Octagon House in Irvington, NY is open seasonally for tours.
May 26 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

The Armour-Stiner Octagon House, a registered National Historic Landmark, will be offering a series of guided tours; “Springtime at The Octagon House: Historic Home and Landscape Tour” April 28 through …

$27 – $29
7:30 pm - 9:00 pm

Sunset Hike at Rockwood Hall

Sunset over the Tappan Zee Bridge and Hudson River.
May 26 @ 7:30 pm - 9:00 pm

Sunset Hike at Rockwood Hall

Join this 3-mile sunset hike at Rockwood Hall for what the organizer hopes will be a spectacular view over the Hudson River and the Tappan Zee Bridge. Please dress according …

$3
9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 27 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

This outdoor walking tour examines the history of the landscaped Lyndhurst estate throughout three families’ ownership. Visitors are led down from the Lyndhurst Veranda and its marble garden furniture and …

$15 – $20
10:00 am - 3:30 pm Recurring

Sunnyside Tours

Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
May 27 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

A charming, romantic Hudson River landscape. America’s “Founding Father of Literature” created a romantic, picturesque estate nestled along the Hudson riverbank. The enchanted landscape of Washington Irving’s much-loved Sunnyside has …

$12 – $17
10:00 am - 5:00 pm Recurring

Octagon House Tours

The Octagon House in Irvington, NY is open seasonally for tours.
May 27 @ 10:00 am - 5:00 pm Recurring

Octagon House Tours

The Armour-Stiner Octagon House, a registered National Historic Landmark, will be offering a series of guided tours; “Springtime at The Octagon House: Historic Home and Landscape Tour” April 28 through …

$27 – $29
+ 5 More
8:30 am - 2:00 pm Recurring

TaSH Farmers Market

Fresh produce from Berry Brook Farm at Tarrytown and Sleepy Hollow Farmers Market.
May 28 @ 8:30 am - 2:00 pm Recurring

TaSH Farmers Market

Fresh Hudson Valley produce, meat, bread, honey, specialty foods, cut flowers, dairy products, beer and wine. There is occasionally live music or demonstrations of traditional crafts. Route 9 (Broadway) next …

Free
9:00 am - 11:00 am

Hike with Mike: “Know Your Limits” Part 1

Hikers walk on a trail in Rockefeller State Park Preserve.
May 28 @ 9:00 am - 11:00 am

Hike with Mike: “Know Your Limits” Part 1

Get to know your pace and preferred distance in this series of three hikes in Rockefeller State Park Preserve, taking place over three months and guided by Mike Miernik. Part …

$3
9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

A promotional image for Lyndhurst Ramble Tour shows apple trees silhouetted against a sunny lawn.
May 28 @ 9:30 am - 11:00 am Recurring

History in the Landscape Tour – Lyndhurst

This outdoor walking tour examines the history of the landscaped Lyndhurst estate throughout three families’ ownership. Visitors are led down from the Lyndhurst Veranda and its marble garden furniture and …

$15 – $20
+ 11 More
View Calendar

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