Deals on vacations and trips to Sleepy Hollow

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Sleepy Hollow flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $1,033, price is now $730 per person
$730
per person
Sep 19 - Sep 23
found 10 hours ago
Roundtrip flight included
Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)
This apartment features a virtual front desk. Take advantage of the free self parking.
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $2,998, price is now $2,131 per person
$2,131
per person
Sep 19 - Sep 23
found 10 hours ago
Roundtrip flight included
Donald J. Trump Intl. Airport (PBI) 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.
3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

2 out of 5
Save 100% on your flight
Price was $2,479, price is now $1,783 per person
$1,783
per person
Sep 19 - Sep 23
found 10 hours ago
Roundtrip flight included
Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)
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 $1,510, price is now $1,109 per person
$1,109
per person
Sep 19 - Sep 23
found 10 hours ago
Roundtrip flight included
Donald J. Trump Intl. Airport (PBI) 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.
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $1,033, price is now $774 per person
$774
per person
Sep 19 - Sep 23
found 10 hours ago
Roundtrip flight included
Donald J. Trump Intl. Airport (PBI) to White Plains (HPN)

Top Sleepy Hollow hotels deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $213 total per night
$213 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $90 total per night
$90 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features a gym and a rooftop terrace. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Breakfast included
Free WiFi
Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Free Cancellation
$114 nightly
The price is $131 total per night
$131 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, express check-in, and express check-out are also offered.
Pool
Pet friendly
DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

4 out of 5
2117 Route 4 Eastbound Fort Lee NJ
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $140 total per night
$140 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, free WiFi in public areas, and express check-in. Free self parking, express check-out, and dry cleaning are also offered.
Parking included
Free WiFi
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $155 total per night
$155 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Hyatt Place Fort Lee / George Washington Bridge

Hyatt Place Fort Lee / George Washington Bridge

3 out of 5
2167 Route 4 East Fort Lee NJ
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $157 total per night
$157 total
Aug 19 - Aug 20
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Breakfast included
Pet friendly
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See all available properties in Sleepy Hollow
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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.

Stay near popular Sleepy Hollow attractions

A lighthouse with a metal bridge over water during sunset.
Photo by santosh dash
Open Photo by santosh dash

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 family-friendly area, or check out its top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Sleepy Hollow?
Travelocity offers flight and hotel vacation packages from an incredible $730. 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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