Sleepy Hollow Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 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

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.

Top Sleepy Hollow Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
per person
Mar. 20 - Mar. 23
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.8/10 (27 reviews)
Nice view from the apartment and great for business trip.

Reviewed on Dec. 16, 2024

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Save 100% on your flight
per person
Mar. 15 - Mar. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.8/10 Good! (1,003 reviews)
First class service. Looking forward to staying here again.

Reviewed on Jan. 20, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Mar. 27 - Apr. 1
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
7.4/10 Good! (1,003 reviews)
It was quiet, clean, the check-in was fast. The room was clean and lot of towel

Reviewed on Jan. 19, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
per person
Apr. 14 - Apr. 17
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
9.2/10 Wonderful! (148 reviews)
Nice spacious, clean room. But had no bath. Staff sent confusing messages changing appointments at spa and restaurant a few times due to weather they said. Main Elevator with carpet had strange smell. Otherwise hotel facility was nice. Have to walk to gym in basement of a nearby apartment building, which is a bit of an inconvenience. Nd front desk lady did not explain where gym was. So we walked around. Building inside trying to find it for a bit. There was no sign for it. View is nice except for billowing smoke from across river coming from some sort of facility. People cleaning up snow kept me up for a bit, which was unfortunate. Overall nice place but not perfect!

Reviewed on Jan. 21, 2025

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
per person
Apr. 5 - Apr. 10
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
8.2/10 Very Good! (1,209 reviews)
Being able to park close to your room!

Reviewed on Jan. 21, 2025

Ready to book your vacation to Sleepy Hollow?

 

Choose your dates

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 CA $77 per night from Feb. 18 to Feb. 19
CA $77
CA $86 total
includes taxes & fees
Feb 18 - Feb 19
6/10 (1,802 reviews)
"Cleaning staff was very kind & helped me when l was ill and needed to switch rooms"

Reviewed on Jan. 14, 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 CA $116 per night from Feb. 9 to Feb. 10
CA $116
CA $138 total
includes taxes & fees
Feb 9 - Feb 10
8.6/10 Excellent! (2,271 reviews)
"It was a cute little hotel. I would stay here again."

Reviewed on Jan. 19, 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 CA $230 per night from Feb. 7 to Feb. 8
CA $230
CA $270 total
includes taxes & fees
Feb 7 - Feb 8
7.8/10 Good! (1,011 reviews)
"Only there 1 night but was a good stay"

Reviewed on Jan. 20, 2025

Hampton Inn White Plains/Tarrytown
See all 1,520 properties in Sleepy Hollow
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
You’ll find cheap prices from CA $809 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 looking to book a cheap Sleepy Hollow vacation 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 travelers.
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 vacation for longer.
Is it worth booking a vacation 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 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. 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 accommodations: After you’ve settled on your dates and duration, book the perfect Sleepy Hollow vacation package for you.

Discover the most popular places to visit in Sleepy Hollow

Lyndhurst Mansion

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

What to do in Sleepy Hollow

Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

CA $1,368
per traveller
Couple's Private NYC Helicopter Tour from Westchester
LEGO Racers Build and Test Zone

LEGOLAND Discovery Center Westchester Admission Ticket

CA $47
per adult
LEGOLAND Discovery Center Westchester Admission Ticket
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $964
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Sleepy Hollow
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.