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
$80 nightly
The price is $95 total per night from Nov 8 to Nov 9
$95 total
Nov 8 - Nov 9
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 ...
9.2/10 Wonderful! (4,325 reviews)
"Respecto al hotel, el staff al llegar fue sumamente amable y servicial, así como cuando tomábamos el desayuno. Estuvimos por 5 noches, y realmente de manera general, la cama muy cómoda, una habitación bastante amplia, el baño limpio y amplio. Relación precio/calidad, tuvimos algo muy bueno. Ahora ..."

Reviewed on Nov 6, 2026

Highbridge Hotel
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
$167 nightly
The price is $195 total per night from Nov 8 to Nov 9
$195 total
Nov 8 - Nov 9
Total with taxes and 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! (2,339 reviews)
"Great staff and loved the hotel room layout plus"

Reviewed on Nov 5, 2026

Radio Hotel
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $155 total per night from Dec 6 to Dec 7
$155 total
Dec 6 - Dec 7
Total with taxes and fees
Stay at this hotel in Bronx. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
LIV Hotel Bronx - Newly Built
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 (207 reviews)
"Do not come to this place if you are looking for something nice. The room was dusty, smelled weird. I had it booked for 2 nights a d just stayed 1. I rather take the loose than stay there another night. The price is what got me to book this suite. Next time I’ll just pay extra for a different place. ..."

Reviewed on Nov 2, 2026

Stamford Suites
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.
9.6/10 Exceptional! (5 reviews)
"Great location and a wonderful stay, will be back!"

Reviewed on Nov 1, 2026

The Serene
The Arches Suites

The Arches Suites

2 out of 5
222 E 135th Street Bronx NY
Book a stay at this business-friendly aparthotel in Bronx. Enjoy free WiFi, parking (surcharge), and a 24-hour business center. Popular attractions Yankee Stadium ...
The Arches Suites
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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