• Home
  • Where is Sleepy Hollow Country?
  • Gear
  • Postcard Gallery
  • About

Sleepy Hollow Country

Home of the Headless Horseman

  • Home
  • Where is Sleepy Hollow Country?
  • Gear
  • Postcard Gallery
  • About
  • Home
  • Where is Sleepy Hollow Country?
  • Gear
  • Postcard Gallery
  • About

This is a space ad for VisitSleepyHollow.com

Places and Landmarks, Post Cards

Farrington Post Cards

Like his rivals at Russell & Lawrie in Tarrytown, drugstore owner Edward Farrington had a line of souvenirs. Farrington’s Drug Store was located on the corner of Beekman Avenue and…

read more
April 10, 2023
Places and Landmarks

The Last Tarrytown Castle 

Carrollcliffe, standing at one of the highest points in the village, is the last surviving Tarrytown castle. There were once two castles here. Or maybe four depending on who you…

read more
January 21, 2024
Cryptids and Mythical Beasts

Unicorns in the Thickets: Van der Donck’s Dubious Account

Adriaen van der Donck’s 1653 book on New Netherland stands as one of the most important sources we have for understanding the Dutch colonial period in what would become Westchester…

read more
December 27, 2025
Weird & Unexplained

UFOs Invade Tarrytown!

” . . . stars shoot and meteors glare oftener across the valley than in any other part of the country . . .” –The Legend of Sleepy Hollow, by…

read more
August 6, 2023
Places and Landmarks, Post Cards

Tarrytown Post Card Company

Unlike Russell & Lawrie in Tarrytown and Edward Farrington in North Tarrytown (today’s Sleepy Hollow), we know very little about the Tarrytown Post Card Company. It was apparently a single…

read more
April 10, 2023
  • Ghosts & Spooks

    Haunted Floor Play

    Not every haunting comes with big drama. Not every ghost wreaks havoc and terror with slamming doors, screams and wails, eerie apparitions, and visions of violence. Some hauntings are quieter, more subtle. Sometimes those that linger find smaller, and irksome ways to let the land of the living know they are still around. Tarrytown residents, Julia and Jim Deegan’s lived in what they self described as an “…old farmhouse built in the colonial days. 200 years old. It had a very narrow stairway. And when you went down the stairs, you felt something. The dog would not even go downstairs.” -The Sunday Courier, October 30th, 1994. It’s possible and seems…

    Read More

    You May Also Like

    The exterior of the Estherwood mansion is framed against an ominously dark sky.

    The Ghost of Estherwood

    December 5, 2024
    An historic postcard of Captain Kidd's Rock on the shore of the Hudson River in Kingsland Point Park, Sleepy Hollow, New York.

    Captain Kidd’s Rock

    April 8, 2022
    The André Captors monument in Tarrytown marks the spot where British spy Major John André was apprehended and where John André's ghost is said to linger.

    John André’s Ghost

    April 24, 2023
  • This is a clipping from a newspaper article about the haunted crossing at Ingall's, near Middletown, New York. The Ottawa Journal (Ottawa, Ontario, Canada) Wednesday, January 25, 1899
    Ghosts & Spooks

    The Haunted Crossing at Ingall’s: Where Ten Night Watchmen Met Their Match

    “If ghosts were as plentiful in fact as they are in newspaper columns white-robed shapes and people who can be seen through would be almost as numerous as stray cats.”—White Plains Eastern State Journal, April 23, 1887 In the waning months of 1899, the Ontario and Western Railroad had a problem at Ingall’s crossing on its Northern Division near Middletown, New York. Not a problem with tracks or switches or timetables—those could be fixed. This was a problem of a decidedly more spectral nature. They couldn’t keep a night watchman at the post, no matter how desperately they tried. Nine men quit. Then the section boss himself threw in the…

    Read More

    You May Also Like

    The writing study and library at Sunnyside remain much like they were at Irving's death.

    The Man, The Myth, The Legend: Washington Irving. Part 2: A Traveling Literary Lawyer

    February 22, 2024
    A jagged rock formation on Buttermilk Hill is framed against gloomy woodlands.

    Rockefeller’s War on Snakes

    July 21, 2023
    An historic image of the Old Polhemus Mill, site of the last witch trial in New York State where the Witch of West Nyack was acquitted.

    The Witch of West Nyack

    August 19, 2023
  • News clipping on the murder of Emma Brooks that appeared int The Sun (New York, New York) Sunday, July 18, 1909.
    Crime & Murder

    The Brutal Murder of Emma Brooks

    “Brutally murdered for $300 that she carried on her person, Emma Brooks, an eccentric, unmarried woman, about 70 years of age, was found with her head almost severed from her body, lying in a pool of her own blood, in the front room of an old, secluded house in which she lived, two miles from Highland, on the road leading to New Paltz…” Kingston Daily Freeman, July 15, 1909 The summer of 1909 was marked by a crime so brutal it shocked all of Ulster County. On the evening of July 14th, in a ramshackle farmhouse perched along the New Paltz turnpike near Highland, 72-year-old Emma Brooks met a violent…

    Read More

    You May Also Like

    The writing study and library at Sunnyside remain much like they were at Irving's death.

    The Man, The Myth, The Legend: Washington Irving. Part 2: A Traveling Literary Lawyer

    February 22, 2024
    "Capture of Major John André’," undated, THS Picture Collection, 13295, Tennessee Historical Society, Tennessee Virtual Archive

    The Capture of John André

    April 22, 2023
    The Piermont ghost lurked between Haddock's Hall in Piermont, NY and Kipps Corner in Sparkill.

    The Reckoning of the Piermont Ghost

    December 30, 2023
  • Cryptids and Mythical Beasts

    When the Jersey Devil Crossed the State Line: The 1909 Spring Valley Bombat

    This is the first in a planned series exploring Rockland County’s surprising abundance of mythical beasts and unexplained creatures. From colonial-era monsters to twentieth-century oddities, Sleepy Hollow Country extends its reach westward across the Hudson. Most people who know anything about the Jersey Devil assume the creature keeps to its ancestral stomping grounds in the New Jersey Pine Barrens—that vast, eerie stretch of scrubby pines and cedar swamps that has harbored the legend for more than two centuries. And most of the time, they’d be right. But in January 1909, something strange happened. The Jersey Devil—or whatever it was—went on tour. During the third week of that month, thousands of…

    Read More

    You May Also Like

    A pen and ink sketch postcard of Emily Shaw's Inn, Pound Ridge, NY.

    The Ghosts of Emily Shaw’s Inn

    February 21, 2024
    Color post card of Old Dutch Church, Sleepy Hollow. Card by Tarrytown Post Card Company.

    Tarrytown Post Card Company

    April 10, 2023
    A dead ash tree stands at the entrance the Buttermilk Hill segment of Rockefeller State Park Preserve.

    The Deaths of Buttermilk Hill

    July 20, 2023
  • Unicorn, from Edward Topsell's "The Elizabethan zoo; a book of beasts both fabulous and authentic"
    Cryptids and Mythical Beasts

    Unicorns in the Thickets: Van der Donck’s Dubious Account

    Adriaen van der Donck’s 1653 book on New Netherland stands as one of the most important sources we have for understanding the Dutch colonial period in what would become Westchester County. A lawyer by training and the first patroon of what is now Yonkers, Van der Donck was no idle dreamer. His descriptions of the region’s geography, its native inhabitants, and its wildlife are generally accurate, well-observed, and still consulted by historians today. Which makes it all the more curious that buried in his otherwise reliable account is a passage about unicorns. The Unicorn Account “I have been frequently told by the Mohawk Indians,” Van der Donck wrote in Description…

    Read More

    You May Also Like

    The manor house at Philipsburg Manor is reflected on the millpond.

    Philipsburg Manor

    August 8, 2023
    The Boutonville Oak in Ward Pound Ridge Reservation is reputedly haunted.

    Tragedy at the Boutonville Oak

    January 5, 2024

    The Nefarious Black Horse Tavern

    December 3, 2024
  • Photo postcard of Miss Mason's School in Tarrytown, New York. Post card shows rear view of the castle.
    Ghosts & Spooks,  Local History & Interest,  Places and Landmarks

    A Ghost of a Castle: The Haunting of Miss Mason’s School

    High atop the ridge to the east of the village of Tarrytown, sat the dramatic Castle Ericstan. Today it is lost from the landscape, but once it had been a proud if not foreboding figure looming over the town from it’s perch. In about 1855, Merchant John J. Herrick commissioned the famous 19th century architect Alexander Jackson Davis to build him a grand residence in a region burgeoning with wealthy secondary country houses. Davis had already designed and completed Paulding Manor (what is now Lyndhurst) not far down the road, and was known for his striking architectural vision in the gothic revival style. Herrick was a respected businessman and he…

    Read More

    You May Also Like

    The interior of the grist mill at Philipsburg Manor in Sleepy Hollow, New York.

    Carl’s Mill

    February 28, 2023
    A jagged rock formation on Buttermilk Hill is framed against gloomy woodlands.

    Rockefeller’s War on Snakes

    July 21, 2023
    News clipping on the murder of Emma Brooks that appeared int The Sun (New York, New York) Sunday, July 18, 1909.

    The Brutal Murder of Emma Brooks

    December 30, 2025
  • The Balancing Boulder of North Salem sits beside Titicus Road.
    Places and Landmarks

    The Balancing Boulder of North Salem

    If you’ve spent time on this webspace, you’ll see that we have a penchant for the intriguing and geological. We just can’t get enough of mystical, mythical, and mysterious rocks and boulders, and there seems to be no shortage of them in Sleepy Hollow Country! This particular one is short and sweet, but definitely worth mentioning and adding to your rock road trip list. North Salem is situated at the farthest edge of Westchester County and is the home of this particular balancing boulder, which has become a mascot of sorts for the community. Tucked just off the side of the road, in a grassy patch adjacent to a charming…

    Read More

    You May Also Like

    The King Mansion at Tarrytown House Estate is home to Goosefeather restaurant and allegedly a ghost!

    The Ghost of Sybil Harris King

    June 27, 2024
    Main entrance to Tarrytown Castle, framed against a gloomy winter sky.

    The Last Tarrytown Castle 

    January 21, 2024
    Van Cortlandt Manor house in Croton-on-Hudson is reputed home to several ghosts.

    Van Cortlandt Manor

    April 5, 2024
  • The exterior of the Estherwood mansion is framed against an ominously dark sky.
    Ghosts & Spooks

    The Ghost of Estherwood

    Just a few miles south of Sleepy Hollow—where ghost stories practically grow on trees—you’ll find the Masters School, a private co-ed institution with a knack for blending academics and a dash of the supernatural. Its sprawling 96-acre campus in Dobbs Ferry, NY, is home to Estherwood, a 19th-century Gilded Age mansion built by James Jennings McComb for his second wife, Mary Esther Wood. And while Mary’s been gone for over a century, rumor has it she’s still hanging around, giving us the latest entry in our paranormal playlist: the ghost of Estherwood Mansion. J.J. McComb wasn’t just a man of wealth; he was a man of clever patents—specifically, a cotton-baling…

    Read More

    You May Also Like

    The interior of the grist mill at Philipsburg Manor in Sleepy Hollow, New York.

    Carl’s Mill

    February 28, 2023
    One of three haunted taverns of Sleepy Hollow Country, Set Back Inn in Tarrytown, NY has a red door between two plate glass windows.

    Haunted Taverns of Sleepy Hollow Country

    September 29, 2023
    The Boutonville Oak in Ward Pound Ridge Reservation is reputedly haunted.

    Tragedy at the Boutonville Oak

    January 5, 2024
  • Crime & Murder,  Places and Landmarks

    The Nefarious Black Horse Tavern

    “My way led through a lovely country, rich in charming scenery, and affording far-off glimpses of lordly river and frowning mountains. A picturesque point on the road, going north from Sing Sing, is just before the old tavern is reached…Here the thoroughfare takes a sweep of almost half a circle and crosses the stream over a bridge of rustic character. Black Horse Tavern is a two-story wooden structure, sadly the worse for wear…” Rambles in Colonial Byways, by Rufus Rockwell Wilson, 1901. Don’t let this romantic description of the scene deceive you. While the region of Croton is truthfully a beautiful part of Sleepy Hollow Country, the aptly named Black…

    Read More

    You May Also Like

    This is a clipping from a newspaper article about the haunted crossing at Ingall's, near Middletown, New York. The Ottawa Journal (Ottawa, Ontario, Canada) Wednesday, January 25, 1899

    The Haunted Crossing at Ingall’s: Where Ten Night Watchmen Met Their Match

    December 30, 2025
    Sketch of Tarrytown Boat Works 35 foot cruising boat, from MotorBoating December 1909 issue.

    Tarrytown Boat Works

    June 10, 2024
    Photo postcard of Miss Mason's School in Tarrytown, New York. Post card shows rear view of the castle.

    A Ghost of a Castle: The Haunting of Miss Mason’s School

    September 8, 2025
  • Hessian Hill, the country estate of A. P. Gardiner, was once the location of purported devil's footprints.
    Local History & Interest,  Vanished Sleepy Hollow,  Weird & Unexplained

    The Devil’s Footprints

    Sleepy Hollow Country is steeped in folklore, but few tales are as peculiar as the story of the devil’s footprints in the village of Croton-on-Hudson. We stumbled across this geological phenomenon while sifting through newspaper archives for information on the Black Horse Tavern, a notorious Revolutionary War era public house on the bank of the Croton River. Below the headline “The Devil’s Footprints” ran the lede “Mysterious footprints in the solid rock on the east and west banks of the Hudson at Croton have puzzled the scientists, who believe them to have been made by a primeval man before the Stone Age.” We thought we had a pretty good handle…

    Read More

    You May Also Like

    Newspaper clipping on Silent Pete, a character who walked the roads and woods of Hudson River towns and villages.

    The Lonely Life of Silent Pete

    January 19, 2024
    "Capture of Major John André’," undated, THS Picture Collection, 13295, Tennessee Historical Society, Tennessee Virtual Archive

    The Capture of John André

    April 22, 2023

    The Passionate Phantasms of Croton-on-Hudson

    July 5, 2024
123

LATEST POSTS

  • Haunted Floor Play
  • The Haunted Crossing at Ingall’s: Where Ten Night Watchmen Met Their Match
  • The Brutal Murder of Emma Brooks
  • When the Jersey Devil Crossed the State Line: The 1909 Spring Valley Bombat
  • Unicorns in the Thickets: Van der Donck’s Dubious Account

CATEGORIES

  • Crime & Murder
  • Cryptids and Mythical Beasts
  • Folklore
  • Ghosts & Spooks
  • Local History & Interest
  • Pirates of the Hudson
  • Places and Landmarks
  • Post Cards
  • Van Tassel Feast
  • Vanished Sleepy Hollow
  • Washington Irving
  • Weird & Unexplained
  • Witches and Witchcraft

Categories

  • Crime & Murder (3)
  • Cryptids and Mythical Beasts (2)
  • Folklore (3)
  • Ghosts & Spooks (22)
  • Local History & Interest (33)
  • Pirates of the Hudson (1)
  • Places and Landmarks (19)
  • Post Cards (5)
  • Van Tassel Feast (2)
  • Vanished Sleepy Hollow (10)
  • Washington Irving (3)
  • Weird & Unexplained (4)
  • Witches and Witchcraft (3)

Banner Ads

 

  • Home
  • Where is Sleepy Hollow Country?
  • Gear
  • Postcard Gallery
  • About