Whether or not a historical past buff, a thrill seeker, or a nature lover, discovering the very best original offbeat vacation isn’t straightforward. For many who are all three, Sleepy Hole ticks each field. This historic village 30 miles (48km) north of New York Metropolis on the Hudson River, could be that excellent novel trip. The place oozes with tales of haunted cemeteries, a headless ghost, and witch-fearing Dutch settlers, but when that each one turns into too nerve-racking, there are a large number of issues to see and do across the quite a few parks, spectacular Hudson River, and the neighboring cities.

Sleepy Hole has been known as “some of the haunted locations on the earth” but additionally the “tenth most secure metropolis within the state of New York”, which arguably makes the ghosts extra bark than chunk – or somewhat, fright than smite! Sleepy Hole was settled in 1640 however wasn’t placed on the vacationer map till the author, Washington Irving, wrote a brief story in 1820 known as “The Legend of Sleepy Hole” later made extra well-known by a Tim Burton film starring Johnny Depp. However the city has a lot extra to supply than clickbait horror stories – let’s dive into all of the issues one can see and do on this fascinating and well-preserved colonial village.

Finest Issues To See And Do Whereas Visiting Sleepy Holesh-1

The Headless Horseman Sculpture & Bridge

The picket bridge the place the Headless Horseman famously hurls a pumpkin on the protagonist’s head in Irving’s story now not exists. It rotted away a very long time in the past and has been changed by one much less more likely to fall into the Pocantico River, nevertheless it’s a fantastic start line for a tour by means of the scary bits.

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By the bridge, there is a plaque that reads, “The Headless Horseman Bridge. Described by Irving within the Legend of Sleepy Hole previously spanned this stream at this spot.”

Close by is the Headless Horseman statue, created by native artist Linda Perlmutter out of 11 tons of metal panels.

Mixing in with the encompassing autumnal colours of fall, the wealthy purple ocher sculpture was unveiled to the general public at Halloween in 2006. It’s a well-liked place for a selfie earlier than persevering with on to the Previous Dutch Church and Burying Floor.

Previous Dutch Church and Burying Floorsh3

To not be confused with the Sleepy Hole Cemetery, the Burying Floor is the hang-out of the cranially-challenged Horseman himself in addition to Hulda the Witch and different much less theatrical residents of Sleepy Hole.

Each night time, in keeping with native lore, the Horseman searches Sleepy Hole for his lacking head ensuring to rush again to his grave earlier than dawn.

Inbuilt 1697 close to a pre-existent graveyard, the Previous Dutch Church is the oldest church within the state of New York. The burial grounds return to the early Dutch immigrants who got here to New York within the seventeenth century and a few of their tombstones, engraved in Dutch, are nonetheless standing.

Contained in the church are picket pews with two aspect aisles dealing with a raised picket pulpit and a pipe organ excessive up behind the church. Worship providers are held each Sunday.

  • Self Guided Excursions: A duplicate of Tales of the Previous Dutch Burying Floor with a fold-out map of the cemetery may be bought from Sleepy Hole Items, or on the museum store at Philipsburg Manor.
  • Parking: None on-site. Parking is contained in the adjoining Sleepy Hole Cemetery with a brief stroll to the churchyard. All automobiles and pedestrians should exit Sleepy Hole Cemetery no later than 4:30 pm.

Sleepy Hole Cemeterysh4

Regardless of the 45,000 folks buried in Sleepy Hollow cemetery, its 90 arboreous acres are a pleasure to stroll by means of at any time of the yr however in fall, the cedars, sycamores, oaks, and beeches are at their wonderful glowing peak.

Grilled sausages and mulled wine are even out there in October to take pleasure in whereas wandering across the gravestones.

To study its most well-known lifeless residents, amongst them Washington Irving himself, there are excursions within the morning and night and memento outlets with maps and guidebooks close to the doorway on the weekends.

For these on the lookout for a bridge extra harking back to the unique portrayed in Irving’s story, there is a great little picket bridge within the cemetery. The cemetery gives Daytime Tours, Evening Lantern Tours Murder and Mayhem Tours, and special events throughout September and October.

  • The cemetery is open each day: Monday by means of Friday from 8:00 AM to 4:30 PM, Saturday and Sunday from 8:30 AM to 4:30 PM.
  • Advance tickets are required; no on-site buy will likely be out there.

The Previous Croton Aqueductsh5

Thought-about New York’s first water system, The Previous Croton Aqueduct is now a 26-mile strolling path crossing by means of each Sleepy Hole and neighboring Tarrytown.

It was begun in 1837 as a method of bringing water the 40 miles from Croton Reservoir to Manhattan to take care of New York’s contaminated wells and lack of unpolluted water, however quickly was inadequate for the fast-growing inhabitants of town.

The undergrown tunnels have been constructed into hillsides, by means of rock and embankments, and have been become 26.2 miles of path from Croton to the Bronx. For the hikers, bikers, and canine walkers who want to wander extra domestically, they will discover great views of the villages Tarrytown and Sleepy Hole and close by eating places to pop into for brunch.

Philipsburg Manorsh6

The Philipsburg Manor belonged to an Anglo-Dutch household of retailers and millers relationship again to the 1660s. A go to to the manor and its watermill is a should for an sincere and fascinating perception into 18th-century colonial life, (similar to how flour was made), together with an perception into the household’s much less glorified previous of slavery.

Earlier than the flip of the twenty first century, there was a bent to whitewash its historical past, skimming over the actual fact the manor was a plantation run by African American slaves. Nevertheless, it has since develop into one of many first within the north of the nation to handle the life and labor of its early residents.

Kyuit Rockefeller Propertysh7

A twenty-minute stroll northwest of Sleepy Hole within the Pocantico Hills, guests can take pleasure in a guided tour across the Kykuit Rockefeller estate historic museum. The phrase Kykuit is a Dutch phrase which means “lookout” in reference to its beautiful views over the Hudson River.

As soon as house to the famend oil tycoon John D. Rockefeller who arrived in Sleepy Hole in 1893, this superb six-story stone home boasts 40 rooms and options collections of Chinese language and European ceramics and Twentieth-century artwork.

Rockefeller State Park Protect

The intensive 1400-acre Rockefeller State Park Protect borders the Previous Croton Aqueduct State Historic Park and Sleepy Hole Cemetery and was donated by the Rockefeller household to the State of New York in 1983.

Horseback driving, strolling, jogging, operating and fishing are widespread actions and for hen watchers, there are over 180 species to look out for.

The park has 55 miles (89 km) of carriage roads to view the meadows, forests, streams, wetlands, and even a Swan Lake.

  • Guests can entry these trails from Sleepy Hole Street and Bedford Street/Route 448.

The close by Stone Barns Center for Food & Agriculture, (entry from Route 448), is “a nonprofit farm and academic heart designed to show, educate and promote sustainable, community-based meals manufacturing.”

Whereas within the Protect, don’t miss a go to to Raven Rock. Based on Washington Irving’s ‘The Legend of Sleepy Hole’, a lady in white haunts the rocky outcrop and is “typically heard to shriek on winter nights earlier than a storm, having perished there within the snow”!

  • The park is open year-round, from dawn to sundown, with workplace hours from 9 a.m. to 4:30 p.m. There’s a $6.00 charge for parking.

Locations To Discover In And Round Sleepy Hole


David Garcia



A brief stroll south of Sleepy Hole is the neighboring village of Tarrytown, a reputation supposedly adopted by the housewives of husbands who would “tarry” or hold across the village tavern on market days.

Based on archives, the primary Dutch residence was in-built 1645, and the world was settled by fishermen, fur trappers, and farmers. Right this moment it’s a fantastic place to wander across the stunning historic principal road and native outlets or duck in for a beer or two at one of many a number of eating places and beer gardens.

Lyndhurst Mansionsh9

Open from April, Lyndhurst Mansion is a spectacular property unfold over 67 acres of panorama park within the Decrease Hudson Valley and was bestowed the glory of Nationwide Historic Landmark in 1966. Designed in Gothic Revival fashion, it has been used as the situation for a lot of movies and TV applications.

Guests can select to take a guided tour or get lost at their very own discretion. The Backstairs Tour results in the statement tower, kitchens, and laundry constructing. The Panorama Tour highlights the restored decrease panorama, fountains, and specialty gardens. A Every day Grounds Move permits guests to discover the Lyndhurst property on their very own.

Tarrytown Lakes Park

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Tarrytown Lakes Park


Throughout all seasons, climate allowing, Tarrytown Lakes Park is a perfect place to flee to nature, whether or not it is leisure fishing and kayaking (allowed with allow) boating, or for many who choose to maintain their toes on dry land, there’s hiking and biking alongside the various trails inside the park.

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Wil­son Park, (on the high of Beech Lane and to the east of Wil­son Park Drive), gives views of the Hudson River and in winter, it is a fantastic place to get in some sledding or cross-country snowboarding.

Tarrytown Lighthouse


Tarrytown Lighthouse


The lighthouse tower was put in in 1883 and operated for 78 years. Greater than 12 lightkeepers and their households lived within the lighthouse till it was automated within the Fifties. In 1961 the sunshine was now not wanted because it was changed by the navigation lights on the Tappan Zee Bridge. There are nice views of the construction from Westchester River Stroll at Edge-on-Hudson.

  • The lighthouse is closed for renovations till Might 2023.


Kenneth Sponsler



The house of Washington Irving was designated a Nationwide Historic Landmark in 1962. He designed it within the outdated Dutch fashion however after spending a couple of years in Spain marveling on the monastic structure, he was impressed so as to add the “Spanish Tower”, including 4 bedrooms to the home.

Sunnyside is now a museum and excursions are given by guides in interval costume who inform tales concerning the creator which might be much less simply discovered elsewhere.

A lot of the furnishings and equipment are unique, and the examine, eating room, parlor, kitchen, and a lot of the bedrooms are open to the general public. Make sure to buy tickets on-line earlier than arriving.

The Octagon Home

Slightly additional south alongside the river is the Octagon – or Armour-Steiner – House, constructed within the 1860s by a New York Metropolis financier, Paul J. Armour. This totally domed octagonal residence with a captivating historical past was modeled on an historical classical temple and remarkably can seem spooky, romantic, majestic, or magical relying on the sunshine – or one’s temper.

Guests have the selection between the Basic Tour, the Picturesque Tour, the Myths and Thriller Tour, “The Woman in White” Interactive Tour & Efficiency, or perhaps a Victorian Christmas on the Octagon Home!

Lodging In Sleepy Hole

There’s a wide range of lodging to go well with all budgets and necessities close by, from resorts, B&Bs, budget-friendly motels, and even camping websites.

Sheraton Tarrytown Resort

The place: 600 White Plains Street, Tarrytown, NY

  • Facilities: Pet-friendly, indoor pool, health heart, restaurant, on-site parking
  • Value: $$$

Tarrytown Home Property

A sublime Nineteenth-century Georgian-style lodge.

  • The place: 49 E Sunnyside Ln, Tarrytown, NY 10591
  • Facilities: Pet pleasant, health heart, pool, restaurant, tennis courtroom
  • Value: $$$

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Baymont by Wyndham White Plains

The place: 540 Noticed Mill River Rd, Elmsford, New York, 10523

  • Facilities: Pet pleasant, indoor pool, health heart, wi-fi Web entry, a hearth within the foyer, merchandising machine.
  • Value: $$

SUPER 8 by Wyndham

The place: 47 Route 59, NYACK, NEW YORK 10960

  • Facilities: wheelchair entry, categorical check-out, a 24-hour entrance desk, espresso/tea in a standard space, free parking onsite.
  • Value: $$

How To Get Round Sleepy Hole

Sleepy Hole is well accessible from the interstate highways I-87 and I-287 which cross the Hudson River at Tarrytown on the Tappan Zee Bridge 2.5 hours from Philadelphia, 3.5 hours from Boston, and 5 hours from Washington, DC.

Here is easy methods to get across the space.

By Prepare

Categorical service between Tarrytown station and New York Metropolis’s Grand Central Terminal is about 35 minutes. Native service is accessible between different Metro-North commuter stations. Amtrak. Lengthy-distance connections can be found at New York Metropolis’s Penn Station and at Metro-North’s Croton-Harmon station.

Amtrak connections can be found to VIA Rail Canada.

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By Bus

  • Bee Line System. Westchester County’s bus service gives entry to White Plains and different places within the county. Schedules and route maps can be found on-line and on the Tarrytown practice station.
  • Port Authority Bus Terminal in Manhattan is served by twenty bus firms whose routes cowl the northeast United States. Take the shuttle subway (S) from Occasions Sq. to Grand Central Terminal the place you may hook up with commuter rail to Tarrytown and Sleepy Hole.

The place To Eat And Drink


Headless Horseman


  • Horseman Bagels, 276 North Broadway, Sleepy Hole. Recent house baked bagels, sandwiches, and extra. Additionally, Carvel ice cream!


  • Grass Roots Kitchen, 124 Wildey Road, Tarrytown, 914-909-5588. Whether or not you might be vegan, gluten-free or an unabashed omnivore, they serve what you crave!


How To Spend A Good Day In Sleepy Holesh13

If aiming for a spring or summer time trip, there are distinctive parks, lakes, strolling trails, and naturally, the beneficiant Hudson River to take pleasure in for outside actions and water sports activities.

When coming in fall, one is surrounded by the beautiful colours of the leafy forests and parks, spooky tours, and entertaining Halloween themes.

If vacationers are comfortable to courageous the colder months of winter, the surroundings once more is remodeled and the day may be spent sledding, snowboarding, and ending the night beside a roaring open hearth.

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Farmer’s Markets, Helicopter Tours, music, and entertainment….nevertheless one prefers to spend a novel trip, Sleepy Hole gives a lot range for even the fussiest of vacationers.

Its superb location additionally permits for straightforward day journeys to New York and other towns along the Hudson River all whereas absorbing the historical past and tradition of a few of New York State’s most interesting counties.


Q: Who’s the Headless Horseman?

The Headless Horseman refers to one of many protagonists within the brief story “The Legend of Sleepy Hollow” by Washington Irving, written in 1820. The Horseman was believed to have misplaced his head due to a cannonball in the course of the American Revolutionary Warfare. He is said to haunt Sleepy Hollow in search of his head.

Q: Why is it known as Sleepy Hole?

Washington Irving wrote in his story, ‘The Legend of Sleepy Hole’ – “From the listless repose of the place, and the peculiar character of its inhabitants, who’re descendants from the original Dutch settlers, this sequestered glen has lengthy been recognized by identify of Sleepy Hole … A drowsy, dreamy affect appears to hold over the land, and to pervade the very ambiance.”

Q: Can I see every thing in a single weekend?

Whereas there may be a lot to do and see in Sleepy Hole for many who want to make as a lot of their time there as doable, it additionally makes for a perfect weekend escape.


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