Sleepy Hollow Holidays from AU$8,805
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Your Sleepy Hollow Holiday
Let our holiday packages to Sleepy Hollow inspire your next adventure. There's a whole lot to love about this amazing city, starting with the neighbourhood of Northwest Yonkers, which is good for culture and nature. A trip to Sleepy Hollow is a terrific opportunity to do some sightseeing. Make sure you visit popular attractions like Sleepy Hollow Cemetery, Tarrytown Music Hall and Lyndhurst Mansion. Stop dreaming and start doing. Check out the wide range of options on Expedia today and put your Sleepy Hollow holiday plans in motion!
The Latest Sleepy Hollow Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Luxury NYC Home with Free Parking for 12
AU$8,805
per person
25 Oct - 31 Oct
found 1 hour ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.
Reviewed on 11 Feb 2026
Sleepy Hollow Holiday
Sleepy Hollow Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | John F. Kennedy Intl. Airport (JFK) |
Population | 10,200 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Rockefeller Archive Centre, Tarrytown Music Hall and Lyndhurst Mansion |
Our pick of the best Sleepy Hollow Hotel Deals
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
AU$355
27 Sept - 28 Sept
includes taxes & fees
8.6/10 Excellent! (2,461 reviews)
"Great property! Always clean"
Reviewed on 6 Sept 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
AU$312
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,290 reviews)
"If you are planning an event, such as a wedding, this place might be the one. As for staying as an average guest I would suggest booking a different hotel. It is more like a complex filled with a hodgepodge of building. The layout is very confusing. They have many different areas to park your car, ..."
Reviewed on 6 Sept 2026
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
AU$180
13 Sept - 14 Sept
includes taxes & fees
8/10 Very good! (1,641 reviews)
"Excellent breakfast, friendly staff, nice rooms"
Reviewed on 6 Sept 2026
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
Photo by santosh dash
Tarrytown Lighthouse
8.4/10 (104 reviews)
This historic 1883 beacon on the Hudson River showcases a unique caisson design and maritime heritage. Climb its five stories to enjoy panoramic river views and glimpse the fascinating life of lighthouse keepers past.
Old Dutch Church of Sleepy Hollow
8.6/10 (74 reviews)
This 1685 stone church inspired Washington Irving's "The Legend of Sleepy Hollow" and remains New York's oldest. Wander among historic gravestones where characters from Irving's tale may have found their final rest.
Philipsburg Manor
8.2/10 (40 reviews)
You can find out about the history of Sleepy Hollow with a trip to Philipsburg Manor. Wander the riverfront in this quaint area.
What to do in Sleepy Hollow
Introductory Helicopter Flight Lesson from Westchester
AU$983
per traveller
Frequently asked questions
How much does a Sleepy Hollow holiday package cost?
You'll find cheap prices from AU$8,805 on Expedia for your Sleepy Hollow getaway. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Sleepy Hollow costs.
What are the cheapest months to go to Sleepy Hollow?
If you're looking to book a cheap Sleepy Hollow holiday package, consider visiting in January, February and March. You're likely to find lower rates on flights and hotels during these months — perfect for budget-conscious travellers.
How many days is enough for Sleepy Hollow?
With a well-planned schedule, you can easily hit the main Sleepy Hollow sights in a few days. But if you'd like to discover hidden spots or take day trips, think about booking your Sleepy Hollow holiday for longer.
Is it worth booking a holiday package to Sleepy Hollow?
Sleepy Hollow has everything you need for an awesome trip — nature, culture and history are just the start. Whether you want to check out sights like Tarrytown Lighthouse and Old Dutch Church of Sleepy Hollow, or venture off the beaten track, you'll find plenty to see and do on your Sleepy Hollow holiday.
How to find the best Sleepy Hollow package deals?
Landing a cheap Sleepy Hollow package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Sleepy Hollow package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sleepy Hollow holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Sleepy Hollow getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Sleepy Hollow?
If you've got your Sleepy Hollow travel dates finalized, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Sleepy Hollow?
- Pick your dates: What you'd like to do in Sleepy Hollow and your preferred season can help you decide when to go.
- Work out your budget: Make sure you have enough money to cover everything from transportation and food to flights and experiences. Your hotel will likely be the biggest expense during your trip to Sleepy Hollow.
- Decide how long to go away for: Now that you know more about Sleepy Hollow, you can figure out the right length of your break. Put together a rough plan and give yourself enough time for all the things you want to do.
- Combine your airfare and accommodation: After you've settled on your dates and duration, book the perfect Sleepy Hollow holiday package for you.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
