Sleepy Hollow Vacation Packages 2026 from $610

Sleepy Hollow flight + hotel vacation packages

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

Stamford Suites

Downtown Stamford

$610

per person

Jul 30 - Aug 3

found 4 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to White Plains (HPN)

This aparthotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-in. Express check-out, dry cleaning, and luggage storage are also on offer.

Hampton Inn & Suites Yonkers

Northwest Yonkers

$638

per person

Aug 20 - Aug 26

found 4 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Tarrytown House Estate

$643

per person

Jul 17 - Jul 21

found 1 day ago

Roundtrip flight included

West Palm Beach (PBI) 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.

Hotel NoMa, Trademark Collection by Wyndham

Downtown Rochelle

$747

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Westchester Marriott

$620

per person

Jul 23 - Jul 27

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

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

Jul 6 - Jul 7

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

Executive Inn - Fort Lee

2339 Route 4 Fort Lee NJ

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$153 total

Jun 7 - Jun 8

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

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound Fort Lee NJ

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$168 total

Jun 14 - Jun 15

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

Sonesta White Plains Downtown

66 Hale Ave White Plains NY

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$226 total

Jun 14 - Jun 15

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

Opera House Hotel

436 East 149th Street Bronx NY

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$178 total

Jun 10 - Jun 11

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

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT

Free Cancellation

Reserve now, pay when you stay

$212 nightly

$244 total

Jun 28 - Jun 29

Total with taxes and fees

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. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Pool

Pet friendly

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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

Sleepy Hollow Cemetery

Learn about the local history of Sleepy Hollow with a stop at Sleepy Hollow Cemetery. Wander the riverfront in this quaint area.

Lyndhurst Mansion

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.

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 $610. 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).