Sleepy Hollow Vacation Packages 2025 from $229

Sleepy Hollow flight + hotel vacation packages

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

The Stamford Hotel

Downtown Stamford

per person

May 8 - May 10

just found

Roundtrip flight included

Chicago (ORD) 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.

The Abbey Inn & Spa

Save 100% on your flight

per person

Apr 23 - Apr 30

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking. A bar/lounge, a 24-hour front desk, and a terrace are also provided.

Delamar Southport

Save 100% on your flight

per person

Apr 23 - Apr 30

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Stamford Suites

Downtown Stamford

Save 100% on your flight

per person

Apr 30 - May 5

found 1 day ago

Roundtrip flight included

San Juan (SJU) 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.

Luxury Apartments by Hyatus at The Asher

Downtown Stamford

Save 100% on your flight

per person

Apr 23 - Apr 30

found 4 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This aparthotel features a gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. A lobby fireplace, locker space, and laundry facilities are also on offer.

Top Sleepy Hollow hotels deals

Hyatt Place Fort Lee / George Washington Bridge

2167 Route 4 East, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

$124

includes taxes & fees

$108 per night

Mar 30 - Mar 31

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. Self parking, a terrace, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd, Elmsford, NY

Free Cancellation

Reserve now, pay when you stay

$136

includes taxes & fees

$119 per night

Apr 20 - Apr 21

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

Marriott Saddle Brook

138 New Pehle Avenue, Saddle Brook, NJ

Free Cancellation

Reserve now, pay when you stay

$126

includes taxes & fees

$110 per night

Apr 6 - Apr 7

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

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free Cancellation

Reserve now, pay when you stay

$135

includes taxes & fees

$115 per night

Mar 30 - Mar 31

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

Pet friendly

Free WiFi

Hampton Inn & Suites Yonkers

160 Corporate Blvd, Yonkers, NY

Free Cancellation

Reserve now, pay when you stay

$124

includes taxes & fees

$105 per night

Mar 27 - Mar 28

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Armoni Inn & Suites

329 Route 303, Orangeburg, NY

Free Cancellation

Reserve now, pay when you stay

$100

includes taxes & fees

$90 per night

Mar 25 - Mar 26

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, limo/town car service, and a grocery/convenience store are also offered.

Pool

Parking included

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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 family-friendly 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 $229. 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).