Sleepy Hollow Holidays

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Top Flight + Hotel Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
FairBridge Inn Express Nyack

FairBridge Inn Express Nyack

2 out of 5
Price was €552, price is now €514 per person
€514
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to White Plains (HPN)
7.6/10 Good! (1,000 reviews)
Great World Market across the street. Clean and efficient place to stay. Continental breakfast

Reviewed on 17 Aug 2025

Holiday Inn Express New Rochelle by IHG

Holiday Inn Express New Rochelle by IHG

2.5 out of 5
Price was €960, price is now €836 per person
€836
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to White Plains (HPN)
8.6/10 Excellent! (327 reviews)
It was very quiet and the staff was friendly

Reviewed on 19 Aug 2025

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Price was €761, price is now €675 per person
€675
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to White Plains (HPN)
8.2/10 Very Good! (1,496 reviews)
Nice quiet place to relax and enjoy me time

Reviewed on 18 Aug 2025

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was €890, price is now €815 per person
€815
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to White Plains (HPN)
9/10 Wonderful! (1,199 reviews)
I wished that all the rooms had shower only. No one takes baths anymore.

Reviewed on 19 Aug 2025

Courtyard by Marriott Yonkers Westchester County

Courtyard by Marriott Yonkers Westchester County

3 out of 5
Northwest Yonkers
Price was €851, price is now €807 per person
€807
per person
7 Oct - 13 Oct
found 1 day ago
Return flight included
Toronto (YYZ) to White Plains (HPN)
8.8/10 Excellent! (1,210 reviews)
The room was VERY SPACIOUS 2 king-size beds plus a pull-out couch.

Reviewed on 18 Aug 2025

Top hotels in Sleepy Hollow

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 €124 per night from 1 Sept to 2 Sept
€124
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,120 reviews)
"Close to 287, mall and dining"

Reviewed on 17 Aug 2025

Hampton Inn White Plains/Tarrytown
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is €168 per night from 1 Sept to 2 Sept
€168
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (2,632 reviews)
STAY HERE!!!
"Great place!!! Highly recommended"

Reviewed on 16 Aug 2025

Radio Hotel
Ramada by Wyndham Rochelle Park Near Paramus

Ramada by Wyndham Rochelle Park Near Paramus

2 out of 5
375 W Passaic St, Rochelle Park, NJ
Fully refundableReserve now, pay when you stay
The price is €106 per night from 21 Aug to 22 Aug
€106
21 Aug - 22 Aug
includes taxes & fees
7.2/10 Good! (1,178 reviews)
"Everything was great"

Reviewed on 15 Aug 2025

Ramada by Wyndham Rochelle Park Near Paramus
See all 1,685 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.

What to do in Sleepy Hollow

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

€26
per adult
76% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

€579
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Sleepy Hollow

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
You'll find cheap prices from €514 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.

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