Sleepy Hollow Vacation Packages 2025/2026 from $188

Sleepy Hollow flight + hotel vacation packages

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

Hampton Inn & Suites Yonkers

Northwest Yonkers

Save 100% on your flight

$188

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Ultra-Modern Luxe Sleek & Stunning Stay

Save 100% on your flight

$1,211

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to White Plains (HPN)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning is also provided.

Hotel NoMa, Trademark Collection by Wyndham

Save 100% on your flight

$196

per person

Jan 22 - Jan 25

just found

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.

The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Save 100% on your flight

$395

per person

Jan 21 - Jan 25

found 19 hours ago

Roundtrip flight included

San Juan (SJU) 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.

Luxury Apartments by Hyatus White Plains

Save 100% on your flight

$794

per person

Jan 21 - Jan 27

found 13 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to White Plains (HPN)

This aparthotel features an outdoor pool and a gym. There's fun for all ages with mini golf and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free self parking and free WiFi.

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

$134 nightly

$154 total

Nov 30 - Dec 1

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

Radio Hotel

2420 Amsterdam Ave New York NY

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Nov 30 - Dec 1

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

Sonesta White Plains Downtown

66 Hale Ave White Plains NY

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$199 total

Dec 18 - Dec 19

Total with taxes and fees

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

Pool

Free airport shuttle

Hyatt Place Fort Lee / George Washington Bridge

2167 Route 4 East Fort Lee NJ

$129 nightly

$148 total

Nov 23 - Nov 24

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.

Pet friendly

Free WiFi

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 30 - Dec 1

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.

Parking included

Free WiFi

Opera House Hotel

436 East 149th Street Bronx NY

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$174 total

Nov 23 - Nov 24

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.

Breakfast included

Air conditioning

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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 $188. 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).