Sleepy Hollow Vacation Packages 2025 from $326

Sleepy Hollow flight + hotel vacation packages

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

Amsterdam Hotel

Downtown Stamford

per person

May 15 - May 18

found 6 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to White Plains (HPN)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

per person

Apr 29 - May 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

The Stamford Hotel

Downtown Stamford

per person

May 15 - May 18

found 6 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Save 100% on your flight

per person

Apr 29 - May 5

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A rooftop terrace is available at this vacation home. Take advantage of the free self parking.

Ethan Allen Hotel

per person

May 15 - May 18

found 6 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to White Plains (HPN)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Sleepy Hollow hotels deals

Highbridge Hotel

1263 Edward L Grant Highway, Bronx, NY

Free Cancellation

Reserve now, pay when you stay

$129

includes taxes & fees

$109 per night

Mar 6 - Mar 7

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.

Breakfast included

Free WiFi

Armoni Inn & Suites

329 Route 303, Orangeburg, NY

Free Cancellation

Reserve now, pay when you stay

$70

includes taxes & fees

$63 per night

Feb 23 - Feb 24

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.

Hotel MOCA NYC

505 W 181st St, New York, NY

Free Cancellation

Reserve now, pay when you stay

$117

includes taxes & fees

$99 per night

Feb 25 - Feb 26

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

Reserve now, pay when you stay

$147

includes taxes & fees

$125 per night

Feb 26 - Feb 27

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.

Renaissance New York Harlem Hotel

233 West 125th Street, New York, NY

Free Cancellation

Reserve now, pay when you stay

$163

includes taxes & fees

$139 per night

Mar 9 - Mar 10

A restaurant and a bar/lounge are featured at this hotel. A 24-hour business center, a coffee shop, and a garden are also on offer.

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

Free Cancellation

Reserve now, pay when you stay

$124

includes taxes & fees

$106 per night

Mar 13 - Mar 14

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.

Breakfast included

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 $326. 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).