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Sleepy Hollow Cemetery
Sleepy Hollow Cemetery in Sleepy Hollow, New York, is one of the most storied and picturesque burial grounds in the United States. Nestled in the heart of the Hudson Valley, this historic cemetery is renowned for its connection to Washington Irving’s famous tale “The Legend of Sleepy Hollow,” as well as for its beautiful landscape and notable interments. With a rich history dating back to the 19th century, Sleepy Hollow Cemetery is a place where the past comes alive through its legends, architecture, and the famous individuals laid to rest there. Historical Background Sleepy Hollow Cemetery was established in 1849, at a time when the rural cemetery movement was gaining…
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The Old Dutch Church of Sleepy Hollow
Nestled amidst the enchanting landscape of Sleepy Hollow, New York, lies a structure steeped in both history and folklore—the Old Dutch Church. As one of the oldest churches in the state, its weathered stones and stoic architecture have witnessed centuries of change, yet it remains an enduring symbol of the region’s rich cultural heritage. More to the point, this is the church and churchyard that appear in Washington Irving’s short story “The Legend of Sleepy Hollow.” Early History of the Old Dutch Church of Sleepy Hollow The precise age of the building is unknown, but it seems likely to place it between 1685 when the church ball was cast in…
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Ericstan: The Lost Castle of Tarrytown
Once upon a time, in Sleepy Hollow Country, there were not one, but four impressive stone “castles” in the region. Two of these are still in the landscape today: Carrollcliff and Lyndhurst. The remaining two are no longer standing and lost to time. One had featured prominently, overlooking the village of Tarrytown, with towers and wisteria-covered walls that commanded one of the best views of the Hudson River. This lost castle was Ericstan. Architect Alexander Jackson Davis was busy designing and building residences in the Sleepy Hollow region in the early 19th century. He was an artistic acquaintance of George Harvey, the artist who designed Sunnyside for Washington Irving, and…
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Van Cortlandt Manor
Just above the Philipsburg Manor’s northern boundary, at the junction of the Croton and Hudson Rivers, is another local representation of the early Dutch colonial period: Van Cortlandt Manor. The Van Cortlandt family established this massive 86,000-acre estate that was bounded to the west by the Hudson River, to the east by the borders of Connecticut, and stretching to the north 10 miles. Today, it is a National Historic Landmark with various architecturally significant buildings and landscapes. First Lord of Van Cortlandt Manor Stephanus Van Cortlandt was well-known historically as the first American-born, Dutch Mayor of New York City in the 17th century. His youngest sister’s second husband was Frederick…
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The Ghosts of Emily Shaw’s Inn
Emily Shaw’s Inn, once a popular restaurant, was located just 20 miles from Sleepy Hollow as the raven flies. Generations of Westchester County residents celebrated holidays and special occasions over the more than four decades Emily and her son John operated the venerable Pound Ridge establishment. The original part of the building was built as a residence around 1833, attributed to Alsop Hunt Lockwood. Eventually it served as a boarding house known as Dexter Lodge. By the early 1900s the population of this part of the county dropped precipitously as farming in the area fell into steep decline. By the 1930s the building, like many of its neighbors, was rundown…
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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 ask and how you choose to define a castle. Just north was Ericstan, a castellated villa by Alexander Jackson Davis that was demolished in 1944. To the west was Edgemont, the painted brick home of Julian Detmer, with decorative crenelations in the style of a castle. To the south is Lyndhurst, which is occasionally described as a castle although it is more accurately a Gothic Revival mansion. Carrollcliffe was constructed by Howard Carroll, Inspector General of New York state’s troops in…
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The Legendary Headless Horseman Bridge
“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”, Washington Irving More than 200 years after publication of “The Legend of Sleepy Hollow“, the headless horseman bridge is one of the most popular destinations in Sleepy Hollow. Every October it is sought out by thousands of visitors from around the globe. Unfortunately, the original bridge where Ichabod Crane lost his race with the Headless Horseman no longer exists. The simple wooden span that crossed the Pocantico River…
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Sunnyside: Mr. Irving Builds his Dream House
“I am more and more in the notion of having that little cottage below Oscar’s house, and wish you to tell him to endeavor to get it for me. I am willing to pay a little unreasonably for it, and should like to have it in time to make any alterations that may be advisable, as early as possible in the spring.” The Life and Letters of Washington Irving, Vol. 3, pg. 30. Dutch immigrant Wolfert Acker lived in a modest farmhouse that was part of the many tenant properties on the Philipse Manor. It was situated on the Hudson River in a small hollow in the land on a…
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Patriot’s Park
Located on the cusp of Tarrytown and Sleepy Hollow lies a rolling green space known today as Patriot’s Park. Named for being the famous location of the capture of John André by local patriot militiamen in 1780, the park boasts the capture monument and memorial, but also features other last vestiges of other pieces of local history and folklore. The earliest known historical act of significance where Patriot’s Park is located today is the capture of British Officer, John André as he was attempting to escape from behind enemy lines after helping infamous traitor Benedict Arnold. A large poplar tree supposedly marked the capture site, which was located about 200…
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Philipsburg Manor
Drive North on Route 9 out of Sleepy Hollow and you’ll suddenly find yourself amidst trappings of a bygone era. An iconic white-washed stone building rests adjacent to a large and placid mill pond. Additional buildings, such as a mill and a barn linger nearby, framed by large picturesque trees. Squint and you might think you took a wrong turn and ended up in the wrong century. This is the remaining vestige of the early-18th century in Sleepy Hollow Country: Philipsburg Manor. The Lord of Philipsburg Manor In the 1680s, dutch immigrant, Frederick Philipse I had amassed nearly 52,000 acres of land on the eastern side of the Hudson River,…
