What to do in Sleepy Hollow, NY

Activities, attractions and tours

Sleepy Hollow which includes a house and a pond
Sleepy Hollow which includes a pond
Sleepy Hollow showing a lighthouse, a bridge and a river or creek
Sleepy Hollow which includes a house and a garden
Sleepy Hollow which includes a house and a pond

Sleepy Hollow Attractions

Let Expedia help you experience the best that Sleepy Hollow has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

Sleepy Hollow is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Sleepy Hollow to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

Sleepy Hollow Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Sleepy Hollow.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Sleepy Hollow attractions ensure that you’ll have a successful trip, whatever the season.

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What to do in Sleepy Hollow

Discover the most popular places to visit in Sleepy Hollow

This mansion was built in 1838 and is situated on 65 acres on the Hudson river and was home to New York City Major William Paulding Jr., merchant George Merritt and railroad tycoon Jay Gould consecutively.

Lyndhurst Mansion

Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Lyndhurst Mansion
The original bridge of Sleepy Hollow where the headless horseman crossed to get to the other side. Are you familiar with the American Folklore Legend?

Sleepy Hollow Cemetery

Learn about the local history of Sleepy Hollow with a stop at Sleepy Hollow Cemetery. Wander the riverfront in this quaint area.

Sleepy Hollow Cemetery
Beautiful sunset at Tarrytown lighthouse. It's beautiful during Christmas when the lighthouse is decorated.

Tarrytown Lighthouse

You can learn about the history of Sleepy Hollow with a stop at Tarrytown Lighthouse. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Tarrytown Lighthouse
Old Dutch Church in Sleepy Hollow Features Prominantly in Washington Irving's Story

Old Dutch Church of Sleepy Hollow

You can learn about the history of Sleepy Hollow with a trip to Old Dutch Church of Sleepy Hollow. Wander the riverfront in this family-friendly area.

Old Dutch Church of Sleepy Hollow
Kykuit - Rockefeller Estate

Kykuit

You can learn about the history of Pocantico Hills when you stop by Kykuit. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Kykuit
The 18th century Philipsburg Manor in Sleepy Hollow, New York

Philipsburg Manor

You can find out about the history of Sleepy Hollow with a trip to Philipsburg Manor. Wander the riverfront in this quaint area.

Philipsburg Manor
The Big Lifter

Pierson Park

Explore the great outdoors at Pierson Park, a lovely green space in Tarrytown. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Pierson Park

Tarrytown Music Hall

Enjoy a performance at Tarrytown Music Hall, a storied theater in Tarrytown. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.

Tarrytown Music Hall

Rockefeller Archive Center

You can study the exhibits at Rockefeller Archive Center, a museum with a storied past, during your trip to Pocantico Hills. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Rockefeller Archive Center

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Day trip destinations from Sleepy Hollow

Tarrytown featuring a city

Tarrytown

East coast autumn orange yellow red fall leaves lake reflections

Pleasantville

Frequently asked questions

Is Sleepy Hollow worth visiting?
Providing a mix of history and nature, there are many things to do in Sleepy Hollow. When you're here, visit Tarrytown Music Hall, a leading attraction in the area.
How do I spend a day in Sleepy Hollow?
Rockefeller Archive Centre and Tarrytown Lighthouse are two awesome places to kick-start your vacation adventures. Be sure to explore the dining and shopping options in Sleepy Hollow while you're here too.
What is the top tourist attraction in Sleepy Hollow?
The top tourist attraction in Sleepy Hollow is Rockefeller Archive Centre, so don't forget to put it on your sightseeing itinerary.
Is three days enough to stay in Sleepy Hollow?
Three days in Sleepy Hollow is enough to enjoy the city's major attractions. Many travellers book for two days on average. Tarrytown Music Hall, Rockefeller Archive Centre and Tarrytown Lighthouse are among the most popular sights. Want to discover more? Stick around a while longer to explore nearby hotspots such as New York.
What are some activities to do in Sleepy Hollow with kids?
Whether you're vacationing with tiny adventurers or hard-to-please teens, a fun-filled itinerary takes your trip to the next level. Check out our ideas for what to do in Sleepy Hollow with kids.

What to do in Sleepy Hollow for adults?
Sleepy Hollow Cemetery is one of the top things to do in Sleepy Hollow. With lots of activities available, there's something here for everyone.
Are there free things to do in Sleepy Hollow?
One of the top ways to learn about free things to do in Sleepy Hollow is to chat to a local tour guide. You'll get insider tips on cool neighbourhoods, parks and other hotspots you can enjoy without reaching into your pocket. Tarrytown Music Hall is one sight that doesn't have an admission fee.

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