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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

Headless Horseman Bridge

This historic postcard shows the Albany Post Road bridge over the Pocantico River as Washington Irving would have known it.

“The bridge became more than ever an object of superstitious awe, and that may be the reason why the road has been altered of late years, so as to approach the church by the border of the mill-pond.” -The Legend of Sleepy Hollow

Unfortunately, the bridge where Ichabod Crane was unseated by a pumpkin is the most popular destination in Sleepy Hollow that doesn’t exist—at least not in the form and location in which it appeared in Washington Irving’s short story "The Legend of Sleepy Hollow".

The simple wooden span that crossed the Pocantico River in the late 1700’s has long since rotted away. In fact, Sleepy Hollow village historian Henry Steiner has documented at least five distinct bridges that carried the Albany Post Road over the stream. Scarcely a trace remains of any except the most recent, the 4-lane concrete and steel U.S. Route 9 (the modern successor to the colonial-era Albany Post Road) bridge constructed by William Rockefeller in 1912. Even that was heavily modified in the 1930s when New York State reconfigured the route of the road.

The Cemetery Bridge

In “The Legend”, Irving describes the route of the Albany post road on the east side of the Old Dutch Church (now it runs on the west side), placing Ichabod’s collision inside what is today Sleepy Hollow Cemetery. The cemetery’s own bridge, upstream from where the Post Road bridge stood in Washington Irving’s time, is rustic enough for a selfie. It is on cemetery road Sleepy Hollow Avenue about 0.3 mile inside the cemetery’s south gate. Be respectful, the cemetery bridge is used daily by funerals and mourners visiting graves.

Further upstream in Rockefeller State Park Preserve are several more rustic bridges.

The Covered Bridge

A word about the depiction of the bridge on film. While Walt Disney and Tim Burton dressed up their versions of Sleepy Hollow with covered bridges, there is no evidence in either Irving’s story or historical records that Sleepy Hollow’s bridge ever had a roof. Covered bridges were used further up the Hudson Valley, always to span rivers broader and deeper than our little creek.

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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
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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
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