Sleepy Hollow Vacation Packages 2026 from $1,323

Sleepy Hollow flight + hotel vacation packages

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

Uscale 2BR Escape in the Heart of NYC

Bryn Mawr

Save 100% on your flight

$1,323

per person

Jul 24 - Jul 27

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to White Plains (HPN)

Luxury NYC Home Game Room Free Parking

Save 100% on your flight

$2,326

per person

Jul 24 - Jul 27

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to White Plains (HPN)

This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, dry cleaning, and laundry facilities are also on offer.

Luxury 3BR Home Game Room Free Parking

Save 100% on your flight

$2,326

per person

Jul 24 - Jul 27

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to White Plains (HPN)

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

Save 100% on your flight

$2,077

per person

Jul 24 - Jul 27

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to White Plains (HPN)

Free WiFi in public areas is available at this vacation home.

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Save 100% on your flight

$2,041

per person

Jul 27 - Jul 30

found 1 day ago

Roundtrip flight included

San Juan (SJU) to White Plains (HPN)

A rooftop terrace, free self parking, and laundry facilities are featured at this vacation home. Dry cleaning is also provided.

Top Sleepy Hollow hotels deals

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$95 total

May 25 - May 26

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

Armoni Inn & Suites

329 Route 303 Orangeburg NY

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$73 total

May 5 - May 6

Total with taxes and fees

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.

Pool

Parking included

Executive Inn - Fort Lee

2339 Route 4 Fort Lee NJ

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$113 total

May 4 - May 5

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-out and onsite conference space. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Parking included

Free WiFi

Radio Hotel

2420 Amsterdam Ave New York NY

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$191 total

May 10 - May 11

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 express check-out and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Pet friendly

Restaurant

Hampton Inn White Plains/Tarrytown

200 West Main Street Elmsford NY

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$149 total

May 10 - May 11

Total with taxes and fees

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.

Breakfast included

Pet friendly

Opera House Hotel

436 East 149th Street Bronx NY

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$133 total

May 7 - May 8

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

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.

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.

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 $1,323. 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).