Sleepy Hollow Vacations 2026 from CA $867

Sleepy Hollow flight + hotel packages

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

Quality Inn Poughkeepsie

Arlington

CA $867

per person

May 14 - May 18

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Frances Lehman Loeb Art Center and Vassar Golf Course are located nearby.

Modern Luxury Home w GameRoom & Parking

Southeast Yonkers

CA $2,370

per person

Apr 26 - Apr 29

just found

Roundtrip non-stop flight included

Vancouver (YVR) to White Plains (HPN)

Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Tarrytown House Estate

CA $1,254

per person

Jun 11 - Jun 16

found 3 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) 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 Lyndhurst Mansion and Washington Irving's Sunnyside are located nearby.

Hampton Inn & Suites Yonkers

Northwest Yonkers

CA $949

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Untermyer Gardens Conservancy and Legoland Discovery Center Westchester are located nearby.

Amsterdam Hotel

Downtown Stamford

CA $1,059

per person

Jun 7 - Jun 14

found 23 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to White Plains (HPN)

Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Fernando Luis Alvarez Gallery are located nearby.

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

CA $169

CA $193 total

Mar 30 - Mar 31

includes taxes & fees

Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester Skating Academy and Westchester Broadway Theatre are located nearby.

Pool

Breakfast included

Homewood Suites by Hilton Teaneck Glenpointe

1 Glenwood Ave Ste A Teaneck NJ

Free cancellation

Reserve now, pay when you stay

CA $212

CA $243 total

Mar 30 - Mar 31

includes taxes & fees

Book a stay at this business-friendly hotel in Teaneck. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yankee Stadium and MetLife Stadium are located nearby.

Pool

Breakfast included

Marriott Saddle Brook

138 New Pehle Avenue Saddle Brook NJ

CA $162

CA $185 total

Apr 2 - Apr 3

includes taxes & fees

Book a stay at this business-friendly hotel in Saddle Brook. Enjoy breakfast (surcharge), a 24-hour health club, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Saddle River County Park and Westfield Garden State Plaza are located nearby.

LIV Hotel Bronx - Newly Built

3530 Webster Ave Bronx NY

Free cancellation

Reserve now, pay when you stay

CA $171

CA $201 total

Mar 22 - Mar 23

includes taxes & fees

Stay at this hotel in Bronx. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Parking included

Free WiFi

Highbridge Hotel

1263 Edward L Grant Highway Bronx NY

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 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 Central Park are located nearby.

Breakfast included

Free WiFi

Radio Hotel

2420 Amsterdam Ave New York NY

Free cancellation

Reserve now, pay when you stay

CA $152

CA $217 total

Mar 22 - Mar 23

includes taxes & fees

Stay at this 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.

Pet-friendly

Restaurant

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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

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

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

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.

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 $867. 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).