Sleepy Hollow Vacations 2026 from CA $794

Sleepy Hollow flight + hotel packages

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

Tarrytown House Estate

CA $794

per person

Sep 23 - Sep 26

found 8 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.

Luxury NYC Home Game Room Free Parking

CA $1,324

per person

Oct 15 - Oct 18

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to White Plains (HPN)

Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Silver Lake Park are located nearby.

Delamar Greenwich Harbor

CA $1,268

per person

Oct 16 - Oct 18

found 10 hours ago

Roundtrip flight included

Toronto (YTZ) to White Plains (HPN)

Book a stay at this beach hotel in Greenwich. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and Rye Playland are located nearby.

Elegant Hideaway with Free Parking

CA $817

per person

Oct 15 - Oct 18

found 6 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to White Plains (HPN)

Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.

The Opus Westchester, Autograph Collection

CA $1,481

per person

Sep 17 - Sep 20

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

Book a stay at this luxury hotel in White Plains. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.

Top Sleepy Hollow hotels deals

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Free cancellation

Reserve now, pay when you stay

CA $113

CA $134 total

Aug 27 - Aug 28

includes taxes & fees

Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yankee Stadium and Metropolitan Museum of Art are located nearby.

Sonesta White Plains Downtown

66 Hale Ave White Plains NY

Free cancellation

Reserve now, pay when you stay

CA $232

CA $311 total

Sep 6 - Sep 7

includes taxes & fees

Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.

Royal Regency Hotel

165 Tuckahoe Rd Yonkers NY

Free cancellation

Reserve now, pay when you stay

CA $152

CA $186 total

Aug 30 - Aug 31

includes taxes & fees

Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY

Free cancellation

Reserve now, pay when you stay

CA $222

CA $288 total

Aug 23 - Aug 24

includes taxes & fees

Radio Hotel

2420 Amsterdam Ave New York NY

Free cancellation

Reserve now, pay when you stay

CA $166

CA $233 total

Aug 23 - Aug 24

includes taxes & fees

Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound Fort Lee NJ

Free cancellation

Reserve now, pay when you stay

CA $174

CA $199 total

Aug 23 - Aug 24

includes taxes & fees

Book a stay at this business-friendly hotel in Fort Lee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.

Don't see what you're looking for?

See all available properties in Sleepy Hollow

View all properties

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 with a metal bridge over water during sunset.

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

Sleepy Hollow Vacations

Even if you're the most impulsive traveler, it's still a wise idea to know a few things about Sleepy Hollow before you go. Have a look at it on the map, investigate its main attractions and let the excitement begin!

Sleepy Hollow is a neighborhood in White Plains. You'll find it 7 miles (11 kilometers) northwest of the downtown area.

White Plains is home to some 57,000 residents.

Places to visit in Sleepy Hollow

Admire ornate tombstones and poetic epitaphs at Sleepy Hollow Cemetery. Need more nearby options? What year was it made and what went on there? Try to find the answers to these questions when visiting Philipsburg Manor, a historically significant building. And that's not all there is. If you'd like to find a little spiritual enlightenment on your travels, stop by Old Dutch Church of Sleepy Hollow. You never know, you may even find the answers to some of life's greatest questions!

Where do you fly into for Sleepy Hollow?

Landing at LaGuardia Airport (LGA)? Sleepy Hollow is just 20 miles (32 kilometers) away. Grab some nibbles, hop in a cab and you'll arrive before you know it!

Frequently asked questions

How much are vacation packages to Sleepy Hollow?

Travelocity offers flight and hotel vacation packages from an incredible CA $794. 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 161 kilometers 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 48 kilometers south of the downtown area. Other options open to you are Liberty Intl. Airport (EWR) (48 kilometers away from central Sleepy Hollow) and LaGuardia Airport (LGA) (32 kilometers away from central Sleepy Hollow).