Sleepy Hollow Vacation Packages 2025/2026 from $304

Sleepy Hollow flight + hotel vacation packages

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

Tarrytown House Estate on the Hudson

Save 100% on your flight

per person

Sep 15 - Sep 18

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

Global Luxury Suites White Plains

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to White Plains (HPN)

A seasonal outdoor pool, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. Business travelers can take advantage of the 24-hour business center.

Hampton Inn White Plains/Tarrytown

per person

Sep 12 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) 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

Sep 12 - Sep 15

found 1 day ago

Roundtrip non-stop flight included

Charleston (CHS) to White Plains (HPN)

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

Hampton Inn & Suites Yonkers - Westchester

Northeast Yonkers

per person

Aug 7 - Aug 10

found 1 day ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

This hotel features an indoor pool and a 24-hour 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.

Top Sleepy Hollow hotels deals

Marriott Saddle Brook

138 New Pehle Avenue, Saddle Brook, NJ

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

Jul 27 - Jul 28

Total includes 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

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$163 total

Jul 6 - Jul 7

Total includes 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

Executive Inn - Fort Lee

2339 Route 4, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$119 total

Aug 3 - Aug 4

Total includes taxes and fees

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

Hotel MOCA NYC

505 W 181st St, New York, NY

$100 nightly

$118 total

Jul 7 - Jul 8

Total includes taxes and fees

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

Free WiFi

Air conditioning

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$165 total

Aug 5 - Aug 6

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. 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

Highbridge Hotel

1263 Edward L Grant Highway, Bronx, NY

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$107 total

Jul 13 - Jul 14

Total includes 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

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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

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.

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.

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 $304. 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).