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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
    • Fall Crafts at Lyndhurst
    • 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
      • Great Jack O’Lantern Blaze
      • Historical Society Tours
      • Home of the ‘Legend’
      • Hulda’s Night at Rockefeller State Park Preserve
      • Irving’s Legend
      • Lyndhurst After Dark
      • Oktoberfest
      • Tarrytown Halloween Parade
      • Tarrytown Music Hall Ghost Tours
  • 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
    • Fall Crafts at Lyndhurst
    • 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
      • Great Jack O’Lantern Blaze
      • Historical Society Tours
      • Home of the ‘Legend’
      • Hulda’s Night at Rockefeller State Park Preserve
      • Irving’s Legend
      • Lyndhurst After Dark
      • Oktoberfest
      • Tarrytown Halloween Parade
      • Tarrytown Music Hall Ghost Tours
  • 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
An autumn view of the grist mill at Philipsburg Manor restoration in Sleepy Hollow. People stand on a dock while water runs under the mill wheel.

Movies Made Here

Motion pictures from the silent era to the 21st Century have shot on location in Sleepy Hollow and Tarrytown. See if you can spot landmarks from your favorite flick. Before you ask, Tim Burton’s 1999 film Sleepy Hollow was shot in England. Sorry . . . no Johnny Depp, Christina Ricci, Miranda Richardson, and no covered bridge.

The Headless Horseman (1922), a silent version directed by Edward Venturini and starring Will Rogers as Ichabod Crane. Portions are said to have been filmed in what is now Sleepy Hollow. The Old Dutch Church is clearly recognizable.

BUtterfield 8, in which Elizabeth Taylor drives across the original Tappan Zee Bridge. Sorry, Liz, the new bridge which opened in 2017 looks nothing like the old.

The Brain That Wouldn’t Die (1962), Jason Evers and Virginia Leith. Filmed in 1959 but not released until 1962. Exterior scenes filmed at Edgemont, a 22-room mansion on Benedict and Prospect Avenues once owned by the Detmer family (destroyed by fire in 1971).

House of Dark Shadows (1970), directed by Dan Curtis and starring Jonathan Frid and Grayson Hall. In 1970 the creator of the Dark Shadows television series, brought his Gothic soap to the big screen. The feature length film House of Dark Shadows was shot largely at the Lyndhurst estate in Tarrytown, with additional footage in Sleepy Hollow Cemetery where cemetery’s receiving vault made its Hollywood debut as the haunt of the vampire Barnabas Collins. The Headless Horseman isn’t the only specter to haunt the hollow!

Night of Dark Shadows (1971), directed by Dan Curtis, starring David Selby and Grayson Hall. Scenes filmed at Lyndhurst in Tarrytown.

Child’s Play (1972), James Mason, Beau Bridges. Scenes filmed at Marymount College in Tarrytown, now a campus of EF Education First.

Reversal of Fortune (1990), starring Glenn Close, Jeremy Irons, and Ron Silver. Scenes filmed at Lyndhurst in Tarrytown.

The Preacher’s Wife (1996), starring Whitney Houston and Denzell Washington. Portions filmed on Tarrytown’s Main Street and adjacent side streets.

The Thomas Crown Affair (1999), starring Pierce Brosnan and Rene Russo. Portions purportedly filmed in Rockefeller State Park Preserve in Sleepy Hollow. (Editor’s note: for the life of us, we can’t figure out which scene.)

Gloria (1999), this remake of the 1980 film of the same name stars Sharon Stone, Jeremy Northam, and George C. Scott. Filmed partly at Lyndhurst.

Cradle Will Rock (1999), written, produced and directed by Tim Robbins, starring Hank Azaria, Rubén Blades, Joan and John Cusak, and Cary Elwes. Filmed partly at Lyndhurst.

The Family Man (2000), directed by Brett Ratner and starring Nicolas Cage and Tea Leoni. Big Ed’s Tires was set in the former Tappan Motors AMC dealership (since remodeled) on the site of the demolished St. Paul’s Methodist Church. 1 New Broadway, intersection of Route 9.

Secret Lives of Dentists (2002). Portions shot inside Tarrytown Music Hall.

Mona Lisa Smile (2003), directed by Mike Newell and starring Julia Roberts. Portions filmed on Tarrytown’s Main Street.

Lord of War (2005), starring Nicolas Cage and Bridget Moynahan. Portions filmed in Tarrytown.

Game 6 (2005), portions filmed inside the Tarrytown Music Hall.

The Good Shepherd (2006), directed by Robert DeNiro, starring Matt Damon and Angelina Jolie. You may recognize the Tarrytown Music Hall.

The Rebound (2009), starring Catherine Zeta-Jones. Portions filmed on streets of Tarrytown, Pocantico Hills (Sleepy Hollow), and inside the Pocantico Hills School.

Henry’s Crime (2010), starring Keanu Reeves, James Caan, and Vera Farmiga. Portions shot around Tarrytown and inside the Tarrytown Music Hall.

Winter’s Tale (2014), starring Colin Farrell, Jessica Brown Findlay, and Eva Marie Saint. Lots of love scenes on the roof of Lyndhurst’s tower!

A Good Marriage (2014), starring Joan Allen, Kristen Connolly, Stephen Lang and Anthony LaPaglia. Based on the novella by Stephen King. Portions shot at a private residence at 429 Bellwood Avenue, Sleepy Hollow and at Sleepy Hollow Cemetery.

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Recent Posts

  • Hulda’s Night at Rockefeller State Park Preserve
  • Sleepy Hollow Street Fair
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  • Rocky’s 5K
  • Tarrytown Halloween Parade
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  • Week of August 14
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7:00 am
A small group of birders looks over a lake.
August 14 @ 7:00 am - 9:00 am Recurring

Small Group Birding at Rockefeller State Park Preserve

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
Free
9:00 am
Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
August 14 @ 9:00 am - 1:30 pm Recurring

Irvington Farmers Market

Main Street School 101 Main Street, Irvington
Free
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 14 @ 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 14 @ 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 14 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
August 14 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 14 @ 10:30 am - 3:30 pm Recurring

Philipsburg Manor Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$12 – $17
+ 9 More
8:00 am
Photo of a full moon against a dark sky.
August 15 @ 8:00 am - 5:00 pm

Full Moon Hike: “Harvest Moon”

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
August 15 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
August 15 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

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

Jazz at Horan’s Landing

Horan's Landing Park 57 River Street, Sleepy Hollow
Free
  • No events scheduled for August 17, 2022.
10:00 am
The Octagon House in Irvington, NY is open seasonally for tours.
August 18 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
August 18 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
6:00 pm
Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.
August 18 @ 6:30 pm - 8:00 pm Recurring

Sunset Jazz at Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
Free
7:00 pm
August 18 @ 7:00 pm - 8:30 pm Recurring

Sunset Hike at Rockwood Hall

Rockwood Hall 1 Rockwood Road, Sleepy Hollow
$3
Audience seated on the lawn at Pierson Park in Tarrytown, New York, listening to jazz concert.
August 18 @ 7:00 pm - 9:00 pm Recurring

Tarrytown Outdoor Summer Concert Series

Pierson Park 238 West Main Street, Tarrytown
Free
+ 2 More
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 19 @ 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 19 @ 10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington
$29
August 19 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 19 @ 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 19 @ 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 19 @ 6:30 pm - 8:00 pm Recurring

Jazz at Pierson Park

Pierson Park 238 West Main Street, Tarrytown
Free
7:00 pm
August 19 @ 7:00 pm - 8:30 pm Recurring

Ann Hampton Callaway • Fever! The Peggy Lee Century

Jazz Forum Club 1 Dixon Lane, Tarrytown
$30 – $35
+ 5 More
8:00 am
Fresh produce from Berry Brook Farm at Tarrytown and Sleepy Hollow Farmers Market.
August 20 @ 8:30 am - 1:30 pm Recurring

TaSH Farmers Market

Patriots Park Patriots Park, Tarrytown
Free
9:00 am
A couple walks a carriage road along the Pocantico River in Rockefeller State Park.
August 20 @ 9:00 am - 12:00 pm

Hike with Mike: Pocantico Lake & 13 Bridges

Rockefeller State Park Preserve 125 Phelps Way, Pleasantville
$3
10:00 am
Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 20 @ 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 20 @ 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 20 @ 10:00 am - 5:00 pm Recurring

Kykuit Tours

Philipsburg Manor 381 North Broadway, Sleepy Hollow
$18 – $60
August 20 @ 10:30 am - 12:00 pm Recurring

Women’s Work Art Tour – Lyndhurst

Lyndhurst 635 South Broadway, Tarrytown
$16 – $30
August 20 @ 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 20 @ 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 14

Mon 15

Tue 16

Wed 17

Thu 18

Fri 19

Sat 20

7:00 am - 9:00 am Recurring

Small Group Birding at Rockefeller State Park Preserve

A small group of birders looks over a lake.
August 14 @ 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
9:00 am - 1:30 pm Recurring

Irvington Farmers Market

Fresh yellow and green squash at Tarrytown and Sleepy Hollow Farmers Market.
August 14 @ 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 - 3:30 pm Recurring

Sunnyside Tours

Washington Irving's home, Sunnyside, is framed by a clear, blue sky and the white gravel driveway.
August 14 @ 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
8:00 am - 5:00 pm

Full Moon Hike: “Harvest Moon”

Photo of a full moon against a dark sky.
August 15 @ 8:00 am - 5:00 pm

Full Moon Hike: “Harvest Moon”

Experience Rockefeller State Park Preserve after dark for this 4-mile hike on carriage roads lit by moonlight. You will walk at a brisk pace; some hiking experience is recommended. Meet …

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

Octagon House Classic Tour

The Octagon House in Irvington, NY is open seasonally for tours.
August 15 @ 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 15 @ 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 16 @ 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
10:00 am - 5:00 pm Recurring

Octagon House Classic Tour

The Octagon House in Irvington, NY is open seasonally for tours.
August 18 @ 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 18 @ 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

Sunset Jazz at Lyndhurst

Picnickers on the lawn of Lyndhurst mansion enjoying live jazz music as the sun sets.
August 18 @ 6:30 pm - 8:00 pm Recurring

Sunset Jazz at Lyndhurst

Enjoy eight free Thursday evenings of Jazz at Tarrytown's Lyndhurst mansion while watching the sun set over the Hudson River. Picnicking is encouraged! Lyndhurst has also partnered with local caterer …

Free
+ 2 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 19 @ 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 19 @ 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 19 @ 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 20 @ 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 - 12:00 pm

Hike with Mike: Pocantico Lake & 13 Bridges

A couple walks a carriage road along the Pocantico River in Rockefeller State Park.
August 20 @ 9:00 am - 12:00 pm

Hike with Mike: Pocantico Lake & 13 Bridges

Join park historian Mike Miernik for a moderate 5-mile hike and venture outside the Preserve to Pocantico Lake, back to 13 Bridges, and then up Eagle Hill (depending on conditions). …

$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 20 @ 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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