Sleepy Hollow Vacation Packages 2026 from $489

Sleepy Hollow flight + hotel vacation packages

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

Red Carpet Inn

Cove - East Side - Shippan

$489

per person

Dec 11 - Dec 16

found 15 hours ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed around-the-clock and laundry facilities are on offer.

Modern Comfort in the Heart of NYC

Southeast Yonkers

Save 100% on your flight

$596

per person

Nov 6 - Nov 9

found 19 hours ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. Laundry facilities and a virtual front desk are also provided.

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

Save 100% on your flight

$1,959

per person

Nov 6 - Nov 9

found 19 hours ago

Roundtrip flight included

Charleston (CHS) to White Plains (HPN)

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

Tarrytown House Estate

$545

per person

Dec 11 - Dec 16

found 15 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Stanton House Inn

$904

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to White Plains (HPN)

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a coffee shop, and a terrace are also on offer.

Top Sleepy Hollow hotels deals

Radio Hotel

2420 Amsterdam Ave New York NY

$254 nightly

$295 total

Oct 25 - Oct 26

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

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

Oct 26 - Oct 27

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

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY

$181 nightly

$207 total

Oct 4 - Oct 5

Total with taxes and fees

Pool

Pet friendly

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$150 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features a gym and a rooftop terrace. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Breakfast included

Free WiFi

Armoni Inn & Suites

329 Route 303 Orangeburg NY

Get rates

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.

Westchester Marriott

670 White Plains Rd Tarrytown NY

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$223 total

Oct 4 - Oct 5

Total with taxes and fees

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.

Spa

Parking included

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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.

Stay near popular Sleepy Hollow attractions

A lighthouse and a large bridge with construction cranes.

Tarrytown Lighthouse

8.4/10 (104 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Sleepy Hollow?

Travelocity offers flight and hotel vacation packages from an incredible $489. 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).