Sleepy Hollow Vacation Packages 2025 from $424

Sleepy Hollow flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hilton Stamford Hotel & Executive Meeting Center

Waterside

per person

Aug 27 - Aug 30

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This hotel features an indoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and convenience store.

Hampton Inn White Plains/Tarrytown

Save 100% on your flight

per person

Aug 21 - Aug 28

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to White Plains (HPN)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

The Stamford Hotel

Downtown Stamford

per person

Jul 18 - Jul 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Stamford Suites

Downtown Stamford

Save 100% on your flight

per person

Jul 16 - Jul 23

found 12 hours ago

Roundtrip flight included

Los Angeles (LAX) to White Plains (HPN)

This aparthotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-in. Express check-out, dry cleaning, and luggage storage are also on offer.

Stanton House Inn

Save 100% on your flight

per person

Aug 21 - Aug 28

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to White Plains (HPN)

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a coffee shop, and a terrace are also on offer.

Top Sleepy Hollow hotels deals

Marriott Saddle Brook

138 New Pehle Avenue, Saddle Brook, NJ

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and express check-out are also offered.

Free WiFi

Restaurant

Hotel MOCA NYC

505 W 181st St, New York, NY

Free Cancellation

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Free WiFi in public areas is provided and the front desk is staffed around-the-clock.

Free WiFi

Air conditioning

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free Cancellation

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This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Restaurant

Executive Inn - Fort Lee

2339 Route 4, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

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This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the business center, express check-out, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Parking included

Free WiFi

Ramada by Wyndham Rochelle Park Near Paramus

375 W Passaic St, Rochelle Park, NJ

Free Cancellation

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This hotel features a restaurant, a gym, and a bar/lounge. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. There's a computer station and multilingual staff can provide around-the-clock assistance.

Breakfast included

Parking included

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound, Fort Lee, NJ

Free Cancellation

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This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. 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

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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.

Popular places to visit

This mansion was built in 1838 and is situated on 65 acres on the Hudson river and was home to New York City Major William Paulding Jr., merchant George Merritt and railroad tycoon Jay Gould consecutively.

Lyndhurst Mansion

4.5/5(9 reviews)

Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

The original bridge of Sleepy Hollow where the headless horseman crossed to get to the other side.
Are you familiar with the American Folklore Legend?

Sleepy Hollow Cemetery

5/5(4 reviews)

Learn about the local history of Sleepy Hollow with a stop at Sleepy Hollow Cemetery. Wander the riverfront in this quaint area.

Kykuit

4/5(6 reviews)

You can learn about the history of Tarrytown when you stop by Kykuit. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Sleepy Hollow?

Travelocity offers flight and hotel vacation packages from an incredible $424. 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).