Sleepy Hollow Holidays from AU$5,212
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 1BR located in Prime Yonkers Area
Bryn Mawr
AU$5,596
per person
7 Dec - 12 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
4.8/10 (6 reviews)
C completely misrepresented did not stay there far from a luxury apartment advised to check into a different location no code or communication prior to check in time at 4 PM. Received emails and poor communication after 6:30 PM apartment smelled very musty and like a dead body was inside, extremely unprofessional and horrible experience.
Reviewed on 5 May 2026
Luxury 3BR NY Home with Free Parking
AU$5,567
per person
7 Dec - 12 Dec
found 1 day ago
Return direct flight included
Melbourne (MEL) to White Plains (HPN)
3/10 (2 reviews)
did not respond from the morning day of check-in. Responded to me all the way up until the day I was supposed to stay in the house do not book with these people they are scamming
Reviewed on 15 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
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
AU$167
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (4,323 reviews)
"Very friendly and helpful staff ...great value for budget conscious..no issues even late at night"
Reviewed on 22 Oct 2026
Executive Inn - Fort Lee
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
AU$193
25 Oct - 26 Oct
includes taxes & fees
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
AU$223
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,888 reviews)
"Good location great parking would return"
Reviewed on 21 Oct 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 Bob Westerfield
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.
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.
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.
What to do in Sleepy Hollow
Introductory Helicopter Flight Lesson from Westchester
AU$1,825
per traveller
Frequently asked questions
How much does a Sleepy Hollow holiday package cost?
You'll find cheap prices from AU$5,212 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.
Explore a world of travel with Expedia
- Brooklyn Hotels
- Chestnut Ridge Hotels
- Dobbs Ferry Hotels
- Manhattan Hotels
- Midtown Hotels
- Apartments in New York
- Hostels in New York
- Accor Hotels in New York
- Cheap Hotels in New York
- Luxury Hotels in New York
- New York Hotels
- Serviced Apartments in New York
- B&B in Nyack
- Doubletree by Hilton Hotel Nanuet
- Palisades Hotels
- Pearl River Hotels
- Piermont Hotels
- Purchase Hotels
- B&B in Scarsdale
- Scarsdale Hotels
- B&B in Sleepy Hollow
- Historic Hotels in Sleepy Hollow
- Sleepy Hollow Hotels
- Spring Valley Hotels
- Tarrytown Hotels
- B&B in Thornwood
- Hotels near Times Square
- B&B in Valhalla
- West Village Hotels
- 15 Bank Street
- Beach Hotels in White Plains
- White Plains Hotels
- Flights to New York
- Flights to Purchase
- Flights from Westchester County
- Flights from Adelaide (ADL) to New York (JFK)
- Flights from Atlanta (ATL) to New York (NYC)
- Flights from Austin (AUS) to New York (NYC)
- Flights from Brisbane (BNE) to New York (JFK)
- Flights from Brisbane (BNE) to New York (NYC)
- Flights from Dallas (DFW) to New York (NYC)
- Flights from Honolulu (HNL) to New York (JFK)
- Flights from Houston (HOU) to New York (NYC)
- Flights from Las Vegas (LAS) to New York (JFK)
- Flights from Los Angeles (LAX) to New York (JFK)
- Flights from Los Angeles (LAX) to New York (NYC)
- Flights from London (LON) to New York (NYC)
- Flights from Orlando (MCO) to New York (NYC)
- Flights from Melbourne (MEL) to New York (JFK)
- Flights from Melbourne (MEL) to New York (NYC)
- Flights from Miami (MIA) to New York (NYC)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from Perth (PER) to New York (JFK)
- Flights from Perth (PER) to New York (NYC)
- Flights from San Francisco (SFO) to New York (JFK)
- Flights from Singapore (SIN) to New York (NYC)
- Flights from Sydney (SYD) to White Plains (HPN)
- Flights from Sydney (SYD) to New York (JFK)
- Flights from Sydney (SYD) to New York (NYC)
- Flights from Tampa (TPA) to New York (NYC)
- Flights from Toronto (YYZ) to New York (NYC)
- American Museum of Natural History
- Bartow Pell Mansion Museum
- Black Gay & Lesbian Archive
- Broadway Theatre
- Bronx Zoo
- Brooklyn Bridge
- Central Park
- Chelsea Market
- Visit Croton-on-Hudson
- Doral Arrowwood Golf Club
- Empire State Building
- Flatiron Building
- Flushing Meadows-Corona Park
- George Washington Bridge
- Lincoln Center
- Lyndhurst Mansion
- Madison Square Garden
- Metropolitan Museum of Art
- Museum of Modern Art
- New York Holidays
- Radio City Music Hall
- Rockefeller Center
- Solomon R. Guggenheim Museum
- St. Patrick's Cathedral
- Statue of Liberty
- Strawberry Fields
- The Met Cloisters
- Theater District Holidays
- Times Square
- Usta Billie Jean King National Tennis Center
- Zabar's
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
