Deals on vacations and trips to Sleepy Hollow

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Sleepy Hollow flight + hotel vacation packages

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Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $950, price is now $647 per person
$647
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. Laundry facilities and a virtual front desk are also provided.
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $2,566, price is now $1,596 per person
$1,596
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service.
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $3,139, price is now $2,306 per person
$2,306
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and in-room childcare. Dry cleaning and luggage storage are also provided.
Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Save 100% on your flight
Price was $1,535, price is now $1,134 per person
$1,134
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This boutique hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $1,435, price is now $1,081 per person
$1,081
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to White Plains (HPN)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, dry cleaning, and laundry facilities are also on offer.

Stay near popular Sleepy Hollow attractions

A lighthouse and a large bridge with construction cranes.
Photo by Gary Burke
Open Photo by Gary Burke

Tarrytown Lighthouse

8.4/10 (104 reviews)
You can learn about the history of Sleepy Hollow with a stop at Tarrytown Lighthouse. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.
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Frequently asked questions

How much are vacation packages to Sleepy Hollow?
Travelocity offers flight and hotel vacation packages from an incredible $647. With such amazing deals, you'll be saying hello to Sleepy Hollow in a flash.
Where can I get the best vacation package deals for Sleepy Hollow?
You'll discover a terrific range of Sleepy Hollow package deals on Travelocity. With as many as 400 airlines and 1,000,000 properties across the globe, piecing together the ultimate escape will be a breeze.
Why should I purchase my Sleepy Hollow vacation bundle with Travelocity?
From incredible destinations to memorable experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also make sure you're being taken care of before, during and after your getaway. And don't fret if you notice a cheaper price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save on my Sleepy Hollow car rental if I book it with hotels and flights?
With a Sleepy Hollow vacation package, you can bundle your flight, car and hotel bookings and save a tidy sum. If you want to discover the best of this impressive destination, why not start with Liberty Bell Center? This top sight is 100 mi from Sleepy Hollow. With your own wheels, you'll be there in no time.
Which airport is best for Sleepy Hollow?
John F. Kennedy Intl. Airport (JFK) is one of the busiest airports in Sleepy Hollow. It's around 30 mi south of the downtown area. Other options open to you are Liberty Intl. Airport (EWR) (30 mi away from central Sleepy Hollow) and LaGuardia Airport (LGA) (20 mi away from central Sleepy Hollow).

Photos of local treasures

Browse Sleepy Hollow vacation photos for more inspiration

A wooden structure with a bridge over a body of water, surrounded by trees.
A historic white building with a wooden bridge over a calm river, surrounded by lush greenery and trees.
A lighthouse and a bridge over water.
A white stone house with a wooden roof and a wooden staircase leading to a door.
A rustic wooden house and a white building with a stone foundation by a calm lake, surrounded by lush trees.

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