Sleepy Hollow Vacation Packages 2025 from $332

Sleepy Hollow flight + hotel vacation packages

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

Hyatt Regency Greenwich

per person

Apr 11 - Apr 13

found 1 day ago

Roundtrip flight included

Orlando (MCO) to White Plains (HPN)

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Tarrytown House Estate on the Hudson

Save 100% on your flight

per person

Feb 28 - Mar 3

found 8 hours ago

Roundtrip flight included

San Juan (SJU) to White Plains (HPN)

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.

Residence Inn by Marriott Fishkill

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to White Plains (HPN)

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. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Comfort Suites Fishkill near Interstate 84

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to White Plains (HPN)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel

per person

Feb 23 - Feb 26

found 1 day ago

Roundtrip flight included

San Juan (SJU) to White Plains (HPN)

This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 conference rooms, 24-hour business center, and express check-out. There's a 24-hour gym on site, and laundry facilities and free newspapers are also offered.

Top Sleepy Hollow hotels deals

Armoni Inn & Suites

329 Route 303, Orangeburg, NY

Free Cancellation

Reserve now, pay when you stay

$67

includes taxes & fees

$60 per night

Feb 11 - Feb 12

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.

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free Cancellation

Reserve now, pay when you stay

$113

includes taxes & fees

$95 per night

Feb 9 - Feb 10

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.

Hampton Inn White Plains/Tarrytown

200 West Main Street, Elmsford, NY

Free Cancellation

Reserve now, pay when you stay

$189

includes taxes & fees

$161 per night

Jan 28 - Jan 29

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.

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

Free Cancellation

Reserve now, pay when you stay

$122

includes taxes & fees

$104 per night

Feb 4 - Feb 5

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and wedding services.

Sonesta White Plains Downtown

66 Hale Ave, White Plains, NY

Free Cancellation

Reserve now, pay when you stay

$210

includes taxes & fees

$184 per night

Feb 16 - Feb 17

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. Enjoy the 24-hour gym and perks like free airport pick-up.

Highbridge Hotel

1263 Edward L Grant Highway, Bronx, NY

Free Cancellation

Reserve now, pay when you stay

$95

includes taxes & fees

$80 per night

Jan 23 - Jan 24

A rooftop terrace is featured at this hotel, along with self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

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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.

Sleepy Hollow which includes a river or creek, a bridge and a lighthouse

Tarrytown Lighthouse

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.

Frequently asked questions

How much are vacation packages to Sleepy Hollow?

Travelocity offers flight and hotel vacation packages from an incredible $332. 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).