Sleepy Hollow Vacation Packages 2026 from $302

Sleepy Hollow flight + hotel vacation packages

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

Overlook Lodge at Bear Mountain

$302

per person

May 6 - May 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.

Luxury Living in the Heart of NY

Southeast Yonkers

Save 100% on your flight

$3,075

per person

Jun 11 - Jun 15

found 6 hours ago

Roundtrip flight included

Los Angeles (LAX) to White Plains (HPN)

This vacation home features free WiFi in public areas, a picnic area, and laundry facilities. Barbecue grills are provided for your convenience.

Luxury NY Home 3BR with Easy Parking

Southeast Yonkers

Save 100% on your flight

$2,599

per person

Jun 11 - Jun 15

found 6 hours ago

Roundtrip flight included

Los Angeles (LAX) 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.

Hilton Garden Inn Shelton

$390

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

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

Hampton Inn & Suites Yonkers

Northwest Yonkers

Save 100% on your flight

$454

per person

May 6 - May 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

This hotel features 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.

Top Sleepy Hollow hotels deals

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$128 total

Mar 29 - Mar 30

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

Homewood Suites by Hilton Teaneck Glenpointe

1 Glenwood Ave Ste A Teaneck NJ

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$178 total

Mar 30 - Mar 31

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.

Pool

Breakfast included

Marriott Saddle Brook

138 New Pehle Avenue Saddle Brook NJ

$118 nightly

$135 total

Apr 2 - Apr 3

Total with taxes and fees

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

LIV Hotel Bronx - Newly Built

3530 Webster Ave Bronx NY

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$147 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and concierge services are on offer.

Parking included

Free WiFi

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$95 total

Mar 23 - Mar 24

Total with taxes and fees

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

Radio Hotel

2420 Amsterdam Ave New York NY

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$158 total

Mar 22 - Mar 23

Total with taxes and fees

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

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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.

Tarrytown Lighthouse

You can learn about the history of Sleepy Hollow with a stop at Tarrytown Lighthouse. Stroll along the riverfront in this quaint 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 $302. 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).