Sleepy Hollow Holidays from £546

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Your Sleepy Hollow Holiday

Lock in a custom holiday package to Sleepy Hollow and get ready for your next great escape. Stay in the neighbourhood 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, organising a tailored Sleepy Hollow holiday is a walk in the park with Expedia.

Top Sleepy Hollow Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
18 Sept - 21 Sept
found 1 day ago
Return flight included
Manchester (MAN) to White Plains (HPN)
7.4/10 Good! (1,005 reviews)
Friendly staff, adequate rooms, but a little shabby

Reviewed on 18 May 2025

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
Save 100% on your flight
per person
6 Sept - 13 Sept
found 2 hours ago
Return flight included
Manchester (MAN) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
Everything was great, but I hope the outdoor pool can stay open until 7:00 or 8:00 during the summer. Since check-in time is at 4:00, and the outdoor pool closes at 6:00, there’s really not enough time to enjoy it. Even though there’s an indoor pool, I still prefer the outdoor one.

Reviewed on 4 Jul 2025

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
6 Sept - 13 Sept
found 2 hours ago
Return flight included
Manchester (MAN) to White Plains (HPN)
7.8/10 Good! (1,053 reviews)
Not as shown I am sure will be nice after remodel. The rooms out dated.

Reviewed on 3 Jul 2025

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
per person
15 Sept - 21 Sept
found 23 hours ago
Return flight included
London (LGW) to White Plains (HPN)
6.6/10 (1,001 reviews)
Everything , was great except the load air conditioner

Reviewed on 29 Jun 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
15 Sept - 21 Sept
found 23 hours ago
Return flight included
London (LGW) to White Plains (HPN)
7.8/10 Good! (1,041 reviews)
Very nice staff facility dated in some areas.

Reviewed on 3 Jul 2025

Sleepy Hollow Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
10,200
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Rockefeller Archive Centre, Lyndhurst Mansion and Tarrytown Music Hall

Top hotels in Sleepy Hollow

Marriott Saddle Brook
Marriott Saddle Brook
4 out of 5
138 New Pehle Avenue, Saddle Brook, NJ
Fully refundableReserve now, pay when you stay
The price is £128 per night from 27 Jul to 28 Jul
£128
27 Jul - 28 Jul
includes taxes & fees
7.6/10 Good! (1,001 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 16 Jun 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
The price is £119 per night from 7 Jul to 8 Jul
£119
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (2,568 reviews)
"Property was perfectly fine. It was rather small but that's what you expect I suppose in Manhattan. It was a weird thing where we had to buy two drinks for $22 to get the hotel room. I would have preferred not to have had the drink. The bed was comfortable everything was adequate. We were close to ..."

Reviewed on 4 Jul 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
7.4/10 Good! (250 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 2 Jul 2025

Get rates
Executive Inn - Fort Lee
See all 1,653 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 Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Lyndhurst Mansion

Lyndhurst Mansion

Learn about the local history of Tarrytown when you spend time at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.

Lyndhurst Mansion
Kykuit

Kykuit

You can learn about the history of Tarrytown with a stop at Kykuit. Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.

Kykuit

What to do in Sleepy Hollow

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

£23
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

£702
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

£81
per traveller
100% of travellers recommend
Two Flight Indoor Skydiving Experience
See all activities in Sleepy Hollow

Frequently asked questions

Why should I book my Sleepy Hollow holiday with Expedia?
Choose Expedia to arrange your next big escape simply and all in one convenient place. Our top tip for bagging an unbeatable deal on a Sleepy Hollow getaway? Bundle your hotel, flights and/or hire car into a package holiday. Then add a couple of fun tours and activities. Most bookings also have flexible cancellation policies, so there's no need to worry if you have to switch up your travel itinerary. Round-the-clock help with amending and cancelling your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Sleepy Hollow?
April, September and November are the busiest months in Sleepy Hollow, while January, February and October are generally a lot quieter. With daytime average temperatures of 0ºC, January is the coolest period in Sleepy Hollow. The warmest month is July, when you can experience averages of 24ºC during the day. Whatever the temperature, you'll find a whole lot to keep you busy here.
What is the top hotel for my holiday in Sleepy Hollow?
Offering many of the creature comforts of home, SpringHill Suites by Marriott Tarrytown Westchester County will make the ideal base for your Sleepy Hollow trip.
How do I get a cheap holiday to Sleepy Hollow?
Combine your flight and hotel bookings, toss in extras such as a hire car or activities, and save with a Sleepy Hollow holiday. You won't just score amazing discounts on your adventure --- you'll have loads of choice too. When you book with Expedia, you can choose from more than 400 airlines and 321,000 properties all over the world. Your next big adventure begins right here, right now! Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Sleepy Hollow holiday?
Make sure your next holiday in Sleepy Hollow is one to remember by taking in its leading attractions. Sleepy Hollow Cemetery, Tarrytown Music Hall, Lyndhurst Mansion and Kykuit are among the things you must see while you're here.
What is the best area to stay in when on holiday in Sleepy Hollow?
There's loads to do in Sleepy Hollow, so stay near its best sights and allow yourself more time sightseeing. Sleepy Hollow Cemetery is one place that should be on your itinerary.
Do I need a visa for my Sleepy Hollow holiday?
Visa requirements for Sleepy Hollow vary based on your nationality and the reason for your visit. It's best to check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures and any supporting documentation you may need. Enquire about your visa requirements well in advance to ensure a smooth travel experience. Also check to see that your passport has at least six months validity from your date of return.
What should I wear on my Sleepy Hollow holiday?
Although everyone's fashion style varies, it can be helpful to have some guidelines for what type of clothes to wear during your holiday in Sleepy Hollow. Consider searching style blogs before you leave so you can blend in like a local. Pack your luggage with confidence by checking the forecast in Sleepy Hollow. July brings the warmest temperatures, with daytime averages of 24ºC, while January days average 0ºC, making it the coolest time of year.
What does an Expedia Sleepy Hollow holiday include?
Hotels, flights and a reliable car for your road trip adventures. Simply mix and match your preferred bundle and gain access to great discounts. Once you've made your booking, add on a few tours and experiences and watch your savings pile up. When it comes to planning your Sleepy Hollow holiday, you're in charge! See if there are any available private holiday homes in Sleepy Hollow as they are the most popular property type here. You can also look up other great stays on Expedia and tailor a one-of-a-kind travel experience.
Does Expedia offer Book Now, Pay Later Sleepy Hollow holidays?
Expedia has partnered with online lender Klarna to make your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to splash while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy payment plans. If paying across multiple instalments sounds right for you, pick this option during the checkout process.
  • No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button easier, consider a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Sleepy Hollow Expedia holiday?
Definitely. Expedia has more than 400 partner airlines to choose from worldwide. With all that choice, finding the right carrier to take you to Sleepy Hollow will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.