Sleepy Hollow, NY

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 kilometers) 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.

Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
$120 nightly
The price is $141 total per night from Oct 19 to Oct 20
$141 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Highbridge Hotel
Executive Inn - Fort Lee

Executive Inn - Fort Lee

3.5 out of 5
2339 Route 4 Fort Lee NJ
$124 nightly
The price is $142 total per night from Oct 13 to Oct 14
$142 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Lee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,508 reviews)
"Bathroom door was filthy and not hung straight. Pinched my hand trying to force it closed. Sheets has spots on them. Hallways and carpets were dirty. No room to set anything down in bathroom (no counter space)."

Reviewed on Oct 12, 2026

Executive Inn - Fort Lee
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
$135 nightly
The price is $155 total per night from Nov 2 to Nov 3
$155 total
Nov 2 - Nov 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
8.4/10 Very Good! (1,885 reviews)
"For the price of the room this hotel was a disappointment. Our door didn't completely close and had gaps large enough to see light through, the bathroom light was coming out of the ceiling, the pool was freezing, the microwave in room was filthy and the breakfast was disgusting!"

Reviewed on Oct 11, 2026

Baymont by Wyndham White Plains - Elmsford
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. ...
6.2/10 (191 reviews)
"The hotel is the poorest property that I have stayed in, in the past 25 years. The cost was equivalent to what would have been expected at a much higher quality hotel. The hotel was third rate and in very unacceptable condition for the significant price paid. I am disappointed in my experience with ..."

Reviewed on Oct 11, 2026

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 (642 reviews)
"I was missing a remote control"

Reviewed on Oct 4, 2026

Global Luxury Suites at The Arches
The Serene

The Serene

2 out of 5
231 W 131st St New York NY
Stay at this aparthotel in New York. Enjoy free WiFi and climate control. Popular attractions Yankee Stadium and Central Park are located nearby.
10/10 Exceptional! (2 reviews)
"Loved everything about my stay. I love NYC and wanted to travel for my bday + love as a local. Booking this location was perfect for me. Such a smooth process and it looks just like pictures. Very clean, comfy bed, no noise. Simply peaceful. I’ll definitely be booking again! Perfect host! Perfect ..."

Reviewed on Oct 1, 2026

The Serene
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.

Stay near popular Sleepy Hollow attractions

Things to do

Frequently asked questions

Is Sleepy Hollow worth visiting?
Sleepy Hollow is worth visiting for its unique attractions, including the historic Tarrytown Lighthouse and the Old Dutch Church of Sleepy Hollow. Travelers can also explore a diverse food scene, enjoying a variety of Latin American and Italian cuisine options.
When is the best time to visit Sleepy Hollow?
The best time to visit Sleepy Hollow is from August through October, when the destination is most popular. For fewer crowds and better value, the quieter months of December through February are a good option, offering a different experience with cooler weather and potentially snow.
What is Sleepy Hollow known for?
Sleepy Hollow, formerly known as North Tarrytown, is known for its historic landmarks such as the Tarrytown Lighthouse, the Old Dutch Church of Sleepy Hollow, and Philipsburg Manor. Travelers can also find a strong Latin American food culture in the area.
What is a good itinerary length for Sleepy Hollow?
A good itinerary length for Sleepy Hollow is one to two days to explore key sites like the Tarrytown Lighthouse, Old Dutch Church of Sleepy Hollow, and Philipsburg Manor. An extended stay of three to four days allows travelers to take the Sleepy Hollow and Historic Hudson Valley Tour and enjoy the local Latin American, Italian, or Asian cuisine. See Sleepy Hollow Activities.
What are the top things to do in and around Sleepy Hollow?
Sleepy Hollow offers historic landmarks and guided tours for travelers to explore:


How do I plan a trip to Sleepy Hollow?
To plan your trip to Sleepy Hollow, search for places to stay on Expedia. Book flights, rental cars, and activities like the Sleepy Hollow and Historic Hudson Valley Tour from NYC in advance. Explore landmarks such as Tarrytown Lighthouse and Old Dutch Church of Sleepy Hollow. Remember to pair outdoor plans with indoor backups for weather flexibility.
What cuisines can you find in Sleepy Hollow?
In Sleepy Hollow you can find Caribbean cuisine, featuring flavorful dishes such as jerk chicken, plantains, and rice and peas. Travelers can also explore a variety of other options, including Latin American, Italian, Asian, and classic North American fare.
Can I book a refundable hotel in Sleepy Hollow?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Sleepy Hollow by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Sleepy Hollow with Expedia?
Expedia makes it easier to plan your Sleepy Hollow trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Sleepy Hollow?
The best choice depends on your travel style. Hotels in Sleepy Hollow can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Sleepy Hollow trip on Expedia?
Once you've booked your Sleepy Hollow trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Sleepy Hollow trip?
Expedia offers customer support before, during, and after your Sleepy Hollow trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Sleepy Hollow?
If it's your first trip to Sleepy Hollow, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Sleepy Hollow hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Sleepy Hollow hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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