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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
    • Tarrytown Summer Concert Series
    • Halloween in Sleepy Hollow
      • Home of the ‘Legend’
      • Irving’s Legend
      • Oktoberfest
  • 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
    • Tarrytown Summer Concert Series
    • Halloween in Sleepy Hollow
      • Home of the ‘Legend’
      • Irving’s Legend
      • Oktoberfest
  • 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!

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!

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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Recent Posts

  • Sleepy Hollow Street Fair
  • Spring Makers Market
  • Rocky’s 5K
  • Hulda’s Night at Rockefeller State Park Preserve
  • Tarrytown Halloween Parade
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  • Week of August 7
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9:00 am
Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
August 7 @ 9:00 am - 1:30 pm Recurring

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
August 7 @ 10:00 am - 11:30 am

Camping 101

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 7 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$10 – $15
The Octagon House in Irvington, NY is open seasonally for tours.
August 7 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
A view of the main entranct to Kykuit, the John D. Rockefeller mansion.
August 7 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
August 7 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 7 @ 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.
August 7 @ 11:30 am - 12:30 pm Recurring

The Original Knickerbocker Tour

Sleepy Hollow Cemetery - South Gate 430 North Broadway, Sleepy Hollow
$15
+ 9 More
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
August 8 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
August 8 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
6:00 pm
August 9 @ 6:30 pm - 8:00 pm Recurring

Jazz at Horan’s Landing

Horan's Landing Park 57 River Street, Sleepy Hollow
Free
9:00 am
Blue sky reflects off a stream at Rockefeller State Park Preserve.
August 10 @ 9:30 am - 11:00 am Recurring

Tree Identification Walk

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
August 11 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
August 11 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
6:00 pm
Evening concert at Horan's Landing Park with families picnicking.
August 11 @ 6:00 pm - 8:00 pm Recurring

Horan’s Landing Live Music

Horan's Landing Park 57 River Street, Sleepy Hollow
Free
Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.
August 11 @ 6:30 pm - 8:00 pm Recurring

Sunset Jazz at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
Free
7:00 pm
Audience seated on the lawn at Pierson Park in Tarrytown, New York, listening to jazz concert.
August 11 @ 7:00 pm - 9:00 pm Recurring

Tarrytown Outdoor Summer Concert Series

Pierson Park 238 West Main Street, Tarrytown
Free
Photo of a full moon against a dark sky.
August 11 @ 7:30 pm - 9:30 pm

Full Moon Hike: “Sturgeon Moon”

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
+ 3 More
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 12 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$10 – $15
The Octagon House in Irvington, NY is open seasonally for tours.
August 12 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

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

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 12 @ 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.
August 12 @ 10:30 am - 3:30 pm Recurring

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow
$9
6:00 pm
Audience seated on the lawn at Pierson Park in Tarrytown, New York, listening to jazz concert.
August 12 @ 6:30 pm - 8:00 pm Recurring

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown
Free
7:00 pm
August 12 @ 7:00 pm - 8:30 pm Recurring

Jason Marsalis Quartet • Tribute to Lionel Hampton

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.
August 13 @ 8:30 am - 1:30 pm Recurring

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
9:00 am
Artist Anne Johann demonstrates landscape painting techniques in the outdoors.
August 13 @ 9:00 am - 11:30 am Recurring

Watercolor Painting En Plein Air

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$8
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 13 @ 10:00 am - 3:30 pm Recurring

Sunnyside Tours

Sunnyside 3 W Sunnyside Lane, Irvington
$10 – $15
The Octagon House in Irvington, NY is open seasonally for tours.
August 13 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
A view of the main entranct to Kykuit, the John D. Rockefeller mansion.
August 13 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
August 13 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 13 @ 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.
August 13 @ 10:30 am - 3:30 pm Recurring

Union Church Tours

Union Church of Pocantico Hills 555 Bedford Road, Sleepy Hollow
$9
+ 10 More

Week of Events

Sun 7

Mon 8

Tue 9

Wed 10

Thu 11

Fri 12

Sat 13

9:00 am - 1:30 pm Recurring

Irvington Farmers Market

Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
August 7 @ 9:00 am - 1:30 pm Recurring

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 is fresh …

Free
10:00 am - 11:30 am

Camping 101

August 7 @ 10:00 am - 11:30 am

Camping 101

Have you ever thought about going camping but weren't sure where to start? Join Stephen Sciame of Blue Campfire Experiences, LLC and learn the basics to get you started! We’ll …

$3
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.
August 7 @ 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 …

$10 – $15
+ 9 More
10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Octagon House in Irvington, NY is open seasonally for tours.
August 8 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

$29
10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

August 8 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Women’s Work exhibition at the Lyndhurst mansion in Tarrytown tracks the deep, pervasive, and continuing influence of the domestic craft tradition in the practice of contemporary women artists. The exhibition explores …

$16 – $30
6:30 pm - 8:00 pm Recurring

Jazz at Horan’s Landing

August 9 @ 6:30 pm - 8:00 pm Recurring

Jazz at Horan’s Landing

Enjoy four free Tuesday evenings of Jazz at Sleepy Hollow's waterfront Horan's Landing Park with Mark Morganelli & The Jazz Forum All-Stars! Flugelhornist Mark Morganelli, with featured artists Eddie Monteiro and …

Free
9:30 am - 11:00 am Recurring

Tree Identification Walk

Blue sky reflects off a stream at Rockefeller State Park Preserve.
August 10 @ 9:30 am - 11:00 am Recurring

Tree Identification Walk

Join Rockefeller State Park Preserve's flora steward, Devyani Mishra, on a leisurely stroll to learn more about trees and other plants in the area and how to identify them. The hike will be …

$3
10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Octagon House in Irvington, NY is open seasonally for tours.
August 11 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

$29
10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

August 11 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Women’s Work exhibition at the Lyndhurst mansion in Tarrytown tracks the deep, pervasive, and continuing influence of the domestic craft tradition in the practice of contemporary women artists. The exhibition explores …

$16 – $30
6:00 pm - 8:00 pm Recurring

Horan’s Landing Live Music

Evening concert at Horan's Landing Park with families picnicking.
August 11 @ 6:00 pm - 8:00 pm Recurring

Horan’s Landing Live Music

Sleepy Hollow's Summer Concert Series returns with three free evenings of live music at Horan's Landing Park. Enjoy regional bands while watching the sun set over the Hudson River! Pack …

Free
+ 3 More
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.
August 12 @ 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 …

$10 – $15
10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Octagon House in Irvington, NY is open seasonally for tours.
August 12 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Armour-Stiner Octagon House, a registered National Historic Landmark, was created as a summer retreat by tea-importer Joseph Stiner. Its shape was based on the theories of Orson Squire Fowler, …

$29
10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

August 12 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Women’s Work exhibition at the Lyndhurst mansion in Tarrytown tracks the deep, pervasive, and continuing influence of the domestic craft tradition in the practice of contemporary women artists. The exhibition explores …

$16 – $30
+ 5 More
8:30 am - 1:30 pm Recurring

TaSH Farmers Market

Fresh produce from Berry Brook Farm at Tarrytown and Sleepy Hollow Farmers Market.
August 13 @ 8:30 am - 1:30 pm Recurring

TaSH Farmers Market

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

Free
9:00 am - 11:30 am Recurring

Watercolor Painting En Plein Air

Artist Anne Johann demonstrates landscape painting techniques in the outdoors.
August 13 @ 9:00 am - 11:30 am Recurring

Watercolor Painting En Plein Air

Experience nature through painting! Learn the watercolor technique under the guidance of award-winning artist, Anne Johann, as you absorb the beauty of the landscape at Rockefeller State Park Preserve. You …

$8
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.
August 13 @ 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 …

$10 – $15
+ 10 More
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