Sleepy Hollow Vacation Packages 2025/2026 from $237

Sleepy Hollow flight + hotel vacation packages

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

Hampton Inn White Plains/Tarrytown

Save 100% on your flight

$237

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 express check-in and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Save 100% on your flight

$508

per person

Jan 18 - Jan 25

found 17 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 17 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free buffet breakfast.

Hotel NoMa, Trademark Collection by Wyndham

$387

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

A nightclub and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Tarrytown House Estate

$387

per person

Jan 22 - Jan 25

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 free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.

Hyatt Regency Greenwich

Save 100% on your flight

$439

per person

Dec 5 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.

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

$175 nightly

$201 total

Dec 1 - Dec 2

Total with taxes and fees

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.

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$149 total

Nov 10 - Nov 11

Total with 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.

DoubleTree by Hilton Stamford

1 First Stamford Pl, Stamford, CT

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$159 total

Nov 24 - Nov 25

Total with taxes and fees

This hotel features an indoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the 24-hour gym, bar/lounge, and convenience store.

Executive Inn - Fort Lee

2339 Route 4, Fort Lee, NJ

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$112 total

Dec 1 - Dec 2

Total with 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.

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$186 total

Nov 9 - Nov 10

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.

Opera House Hotel

436 East 149th Street, Bronx, NY

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$163 total

Nov 12 - Nov 13

Total with taxes and fees

A gym is featured at this hotel, along with a coffee shop and express check-out. Enjoy the free continental breakfast each morning. A computer station, dry cleaning, and luggage storage are also on offer.

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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 $237. 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).