Sleepy Hollow Vacations from $407

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Your Sleepy Hollow Vacation

Lock in a custom vacation package to Sleepy Hollow and get ready for your next great escape. Stay in the neighborhood of Northwest Yonkers, which is great for nature and culture, for a real taste of this interesting city. Lyndhurst Mansion, Tarrytown Music Hall and Sleepy Hollow Cemetery are just some of the many sights worth checking out during your trip to Sleepy Hollow. Whatever your travel plans or budget, organizing a tailored Sleepy Hollow vacation is a walk in the park with Expedia.

The Latest Sleepy Hollow vacation packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG
Tarrytown House Estate on the Hudson
The Abbey Inn & Spa
Hampton Inn White Plains/Tarrytown
Westchester Marriott
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Sleepy Hollow Hotel Deals

Marriott Saddle Brook
Marriott Saddle Brook
4 out of 5
138 New Pehle Avenue, Saddle Brook, NJ
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $174 total per night from Jul 27 to Jul 28
$174 total
Jul 27 - Jul 28
Total includes taxes and fees
7.6/10 Good! (1,000 reviews)
"Maybe I've just never stayed here before, but paying for parking and the hotel isn't downtown ... Is a little much. And a policy why you can't accommodate an extra cot when my son wanted to stay with us on the spot for the one night, when I was willing to pay for it, doesn't chime as hospitality ..."

Reviewed on Jun 16, 2025

Marriott Saddle Brook
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Jul 7 to Jul 8
$163 total
Jul 7 - Jul 8
Total includes taxes and fees
8.6/10 Excellent! (2,562 reviews)
Fun Room
"Love the styles of the rooms"

Reviewed on Jul 1, 2025

Radio Hotel
Executive Inn - Fort Lee
Executive Inn - Fort Lee
3.5 out of 5
2339 Route 4, Fort Lee, NJ
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $119 total per night from Aug 3 to Aug 4
$119 total
Aug 3 - Aug 4
Total includes taxes and fees
7.4/10 Good! (249 reviews)
"Just a very nice hotel overall a renovating it clean service is nice and whenever I call the front desk and need something, they bring it to me promptly"

Reviewed on Jul 2, 2025

Executive Inn - Fort Lee
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.

Find the Best Sleepy Hollow Vacation Packages

Sleepy Hollow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
10,200
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Rockefeller Archive Center, Lyndhurst Mansion and Tarrytown Music Hall

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Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
You'll find cheap prices from $407 on Expedia for your Sleepy Hollow getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Sleepy Hollow costs.
What are the cheapest months to go to Sleepy Hollow?
If you're hoping to book a cheap Sleepy Hollow vacation package, consider planning a trip in January, February and October. You'll usually find lower rates on accommodations and flights during these months --- perfect for a budget-friendly getaway.
How many days is enough for Sleepy Hollow?
With a well-organized travel plan, you can easily hit the main Sleepy Hollow sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Sleepy Hollow vacation for longer.
Is it worth booking a vacation package to Sleepy Hollow?
Sleepy Hollow has everything you need for an awesome break --- nature, culture and history are just the start. Whether you'd like to check out sights like Tarrytown Lighthouse and Old Dutch Church of Sleepy Hollow, or take the path less traveled, you'll find plenty to see and do on your Sleepy Hollow vacation.
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 customize 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 vacation as a package?
An Expedia vacation 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 vacation 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. Choose when to travel: Check your calendar and get your bags packed. Your favorite season and the available activities will also help you decide when to escape to Sleepy Hollow.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will probably be the largest expense during your trip to Sleepy Hollow.
  3. Explore Sleepy Hollow with our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Sleepy Hollow. You can also save your favorite places, collaborate with your group and organize your plans in one place.
  4. Decide how long to go for: Now that you know more about Sleepy Hollow, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Sleepy Hollow vacation package.
  6. Book any activities or excursions: Here's the fun part --- locking in everything you want to do and see. Explore some of the exciting things to do in Sleepy Hollow and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Sleepy Hollow vacation packages?
Jet off on your perfect escape to Sleepy Hollow with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait for payday --- we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.