Sleepy Hollow Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Sleepy Hollow Holiday

Our pick of the best Sleepy Hollow Hotel Deals

Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
The price is NZ$106 per night from 18 Feb to 19 Feb
NZ$106
includes taxes & fees
18 Feb - 19 Feb
6/10 (1,803 reviews)
"Cleaning staff was very kind & helped me when l was ill and needed to switch rooms"

Reviewed on 14 Jan. 2025

Armoni Inn & Suites
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 9 Feb to 10 Feb
NZ$170
includes taxes & fees
9 Feb - 10 Feb
8.6/10 Excellent! (2,272 reviews)
"It was a cute little hotel. I would stay here again."

Reviewed on 19 Jan. 2025

Radio Hotel
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is NZ$332 per night from 1 Feb to 2 Feb
NZ$332
includes taxes & fees
1 Feb - 2 Feb
7.8/10 Good! (1,009 reviews)
Nice Hotel
"Very friendly and helpful staff. Breakfast was good, better than most hotels I stay in."

Reviewed on 9 Jan. 2025

Hampton Inn White Plains/Tarrytown
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.

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
You’ll find cheap prices 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?

  1. Pick your dates: What you’d like to do in Sleepy Hollow and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodation: After you’ve settled on your dates and duration, book the perfect Sleepy Hollow holiday package for you.

Discover the most popular places to visit in Sleepy Hollow

What to do in Sleepy Hollow

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.