Sleepy Hollow

Travel Guide

A wooden structure with a bridge over a body of water, surrounded by trees.
A historic white building with a wooden bridge over a calm river, surrounded by lush greenery and trees.
A lighthouse and a bridge over water.
A white stone house with a wooden roof and a wooden staircase leading to a door.
A rustic wooden house and a white building with a stone foundation by a calm lake, surrounded by lush trees.

Ichabod Crane, Washington Irving’s fictional hero, called this village home. Retrace his footsteps, visit regal manors and enjoy the area’s rich history.

Washington Irving immortalized the picturesque village of Sleepy Hollow with his short story, The Legend of Sleepy Hollow. Visit sites that fired up his imagination and were featured in the ghostly tale.

If you are a fan of the short story, go to the Old Dutch Church of Sleepy Hollow where the hero Ichabod Crane sought refuge from the villainous Headless Horseman. Built in 1685, this is the oldest church in New York. Keep an eye out for the headstone of Catriena Ecker Van Tessel, who was the inspiration for Irving’s heroine Katrina Van Tassel.

Next door is the Sleepy Hollow Cemetery where Washington Irving is buried. Many other notable Americans are also interred in this stately memorial park, including Elizabeth Arden, Andrew Carnegie and Walter Chrysler.

Discover more history in some of the village’s impressive buildings. Step back to the 18th century at Philipsburg Manor. This historic Dutch house and mill used to be a successful farm and textile production business. Tour the 300-year-old house and participate in authentic mill activities, such as threshing wheat.

Tour John D. Rockefeller’s grandiose estate, Kykuit, a 40-room mansion with an impressive art collection. Union Church of Pocantico Hills is one of the village’s most attractive buildingsfor its stained-glass windows, designed by famous French artists Henri Matisse and Marc Chagall. Matisse’s brilliant rose window was his last work of art before his death in 1954.

In addition to touring old buildings, get out and explore the surrounding scenery by hiking or biking along the Hudson River and the Old Croton Aqueduct Trail. This follows the route taken by an old aqueduct that used to carry water to New York City.

Sleepy Hollow lies just 30 miles (48.3 kilometres) to the north of New York City. Drive here in under an hour or come via the Metro-North line and see sights that inspired a literary masterpiece.

Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
The price is CA $295 per night from Sep 27 to Sep 28
CA $295
CA $381 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8.4/10 Very good! (2,471 reviews)
"Amazing hotel, super fun area, rooms are very nice. The bathroom sink was a bit small, but that’s a very small nitpick."

Reviewed on Sep 10, 2026

Radio Hotel
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Sep 22 to Sep 23
CA $215
CA $280 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
Tarrytown House Estate
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
The price is CA $156 per night from Sep 20 to Sep 21
CA $156
CA $178 total
Sep 20 - Sep 21
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn White Plains/Tarrytown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Stamford Suites
Global Luxury Suites at The Arches

Global Luxury Suites at The Arches

2.5 out of 5
222 East 135th Street Bronx NY
Stay at this aparthotel in Bronx. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Yankee Stadium and Central Park are ...
6.8/10 (624 reviews)
"This room, is huge, that is the only plus side. Upon arrival, we realized we did not receive an email with entry information. Called the number, and received an entry code to the front door. Upon arriving at our room, we had to call again to get that door code. We arrived late evening so a full inventory ..."

Reviewed on Sep 8, 2026

Global Luxury Suites at The Arches
Modern Brownstone Private  1-Bedroom Apartment, 20 mins to Times Square

Modern Brownstone Private 1-Bedroom Apartment, 20 mins to Times Square

New York NY
Stay at this apartment in New York. Enjoy free WiFi, laundry facilities, and in-room fireplaces. Popular attractions Yankee Stadium and Central Park are located ...
10/10 Exceptional! (12 reviews)
"The home was quite nice and clean. It was just a short walk to the subway. Finding the unit was a little hard because it was described as being on the ground fl. To a newcoming that could mean go downstairs once you get in the bldg cause you have to walk up to the bldg. It is more accurately on the ..."

Reviewed on Sep 7, 2026

Modern Brownstone Private 1-Bedroom Apartment, 20 mins to Times Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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