Sleepy Hollow Vacations 2024/2025 from CA $686

Sleepy Hollow flight + hotel packages

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

The Lloyd Stamford, Tapestry Collection by Hilton

Downtown Stamford

per person

Dec. 26 - Dec. 29

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

Stay at this 3.5-star boutique hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Museum of Black World War II History and Stamford Center for the Arts are located nearby.

Tarrytown House Estate on the Hudson

per person

Dec. 29 - Jan. 3

found 15 hours ago

Roundtrip non-stop flight included

Calgary (YYC) 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.

Delamar Greenwich Harbor

per person

Jan. 1 - Jan. 5

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to White Plains (HPN)

Book a stay at this beach hotel in Greenwich. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Ferry Dock and Bruce Museum of Arts and Science are located nearby.

Charcoal Chalet by Avantstay A+ Design w/ Firepit

Save 100% on your flight

per person

Jan. 17 - Jan. 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

Stay at this 3-star cottage in New Paltz. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions New Paltz Golf Course and Historic Huguenot Street are located nearby.

Delamar Southport

per person

Jan. 17 - Jan. 20

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

Stay at this 4-star spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sasco Hill Beach and Southport Beach are located nearby.

Top Sleepy Hollow hotels deals

Radio Hotel

2420 Amsterdam Ave, New York, NY

Free cancellation

Reserve now, pay when you stay

CA $137

CA $162 total

includes taxes & fees

25 Nov - 26 Nov

Stay at this 4-star hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Pet-friendly

Free WiFi

Armoni Inn & Suites

329 Route 303, Orangeburg, NY

Free cancellation

Reserve now, pay when you stay

CA $89

CA $100 total

includes taxes & fees

8 Dec - 9 Dec

Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Tallman Mountain State Park and Buttermilk Falls Park are located nearby.

Pool

Parking included

Hotel MOCA NYC

505 W 181st St, New York, NY

Free cancellation

Reserve now, pay when you stay

CA $138

CA $164 total

includes taxes & fees

25 Nov - 26 Nov

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

Free WiFi

Air conditioning

Renaissance New York Harlem Hotel

233 West 125th Street, New York, NY

Free cancellation

Reserve now, pay when you stay

CA $180

CA $252 total

includes taxes & fees

24 Nov - 25 Nov

Stay at this 4-star hotel in New York. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yankee Stadium and Central Park are located nearby.

Free WiFi

Restaurant

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers, NY

Free cancellation

Reserve now, pay when you stay

CA $140

CA $191 total

includes taxes & fees

24 Nov - 25 Nov

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.

Breakfast included

Parking included

Hyatt Place Fort Lee / George Washington Bridge

2167 Route 4 East, Fort Lee, NJ

Free cancellation

Reserve now, pay when you stay

CA $201

CA $230 total

includes taxes & fees

25 Nov - 26 Nov

Stay at this 3-star business-friendly hotel in Fort Lee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.

Pet-friendly

Free WiFi

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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

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

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

Kykuit

You can learn about the history of Tarrytown when you stop by Kykuit. Stroll along the riverfront in this family-friendly 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 $686. 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).