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.
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
per person
10 Oct - 13 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
7.4/10 Good! (1,011 reviews)
The Wifi was terrible. Vould hardly connect and when we did, it was for, literally, seconds. Could not watch a video

Reviewed on 10 Aug 2025

Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
per person
30 Oct - 5 Nov
found 3 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
6.8/10 (316 reviews)
Convenience store and dominos were close enough to walk and get food/snacks. The room smelled like dust and tobacco. The door needed to be slammed in order to close correctly. Walls were thin enough to hear conversations from next door. Cleaning staff came in while I was away and threw away part of a toy I bought for my little brother. Key card stopped working when I got back late at night so I had to ask for it to be fixed. Beds were clean and nicely made. Outlets worked well, TV was small but nice and wifi worked well.

Reviewed on 9 Aug 2025

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
Downtown Stamford
per person
15 Oct - 19 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
10/10 Exceptional! (16 reviews)
Perfect location. Great service. Amenities pretty cool

Reviewed on 4 Jan 2025

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
per person
15 Oct - 19 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
9.4/10 Exceptional! (927 reviews)
Excellent hotel. Two suggestions: the gum needs a recumbent bike; also more air conditioning-too warm. Replace the Illy coffee machines-often do not work.

Reviewed on 8 Aug 2025

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
per person
10 Oct - 13 Oct
found 22 hours ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
8.2/10 Very Good! (2,197 reviews)
I love this place and the staff ! Excellent place to stay !! It’s very clean and the area is quiet and nice ! The staff are awesome .

Reviewed on 6 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! (1,095 reviews)
"Great place to stay. Breakfast was good. Easy access to Highways."

Reviewed on 5 Aug 2025

Hampton Inn White Plains/Tarrytown
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is €141 per night from 17 Aug to 18 Aug
€141
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,395 reviews)
"N/A"

Reviewed on 9 Aug 2025

Baymont by Wyndham White Plains - Elmsford
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
7.6/10 Good! (345 reviews)
"excellent"

Reviewed on 8 Aug 2025

Get rates
Executive Inn - Fort Lee
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
Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

€820
per traveller
Couple's Private NYC Helicopter Tour from Westchester
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 €518 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.