Sleepy Hollow Vacation Packages

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Your Sleepy Hollow Vacation

Lock in a custom vacation package to Sleepy Hollow and get ready for your next great escape. Stay in the neighborhood of Northwest Yonkers, which is great for nature and culture, for a real taste of this interesting city. Lyndhurst Mansion, Tarrytown Music Hall and Sleepy Hollow Cemetery are just some of the many sights worth checking out during your trip to Sleepy Hollow. Whatever your travel plans or budget, organizing a tailored Sleepy Hollow vacation is a walk in the park with Expedia.

Top Sleepy Hollow Vacation Deals

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (1,004 reviews)
I love this place. Always clean with a friendly staff.

Reviewed on Apr. 19, 2024

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
per person
Jun. 5 - Jun. 8
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.4/10 Good! (1,031 reviews)
Hotel a little dates. Could use some refreshening.

Reviewed on Apr. 10, 2024

Castle Hotel & Spa

Castle Hotel & Spa

4.5 out of 5
per person
May 29 - Jun. 2
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.8/10 Excellent! (558 reviews)
Unique & Beautiful. Conveniently located in proximity to Metro North .

Reviewed on Apr. 7, 2024

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
per person
May 29 - Jun. 2
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.4/10 Very Good! (1,091 reviews)
I found my room very clean and quiet. Most importantly it was close to everything I needed to actual walk because I did not have my own vehicle to get around 😊

Reviewed on Apr. 4, 2024

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
Downtown Stamford
per person
May 29 - Jun. 2
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.4/10 Very Good! (1,484 reviews)
Honestly I didn't think I would like the bed as it was pretty hard but I slept great! Thin walls maybe. Our neighbors were pretty loud next to us at the head of our beds we could hear way more then we wanted to, lol the first night and the second night above us sounded like they had children just jumping and running around well past midnight.

Reviewed on Apr. 22, 2024

Prices and availability subject to change. Additional terms may apply.

Sleepy Hollow Hotel Deals

Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr. 28 to Apr. 29
CA $192
CA $225 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (1,525 reviews)
"One day stay was very nice."

Reviewed on Apr. 18, 2024

Radio Hotel
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from May 5 to May 6
CA $167
CA $191 total
includes taxes & fees
May 5 - May 6
8/10 Very Good! (1,007 reviews)
"Very convenient and clean. Good price"

Reviewed on Apr. 21, 2024

Baymont by Wyndham White Plains - Elmsford
Highbridge Hotel
Highbridge Hotel
2 out of 5
1263 Edward L Grant Highway, Bronx, NY
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from May 1 to May 2
CA $156
CA $184 total
includes taxes & fees
May 1 - May 2
9/10 Wonderful! (1,223 reviews)
"Great place to stay!! Highly recommend. Breakfast was good too."

Reviewed on Apr. 22, 2024

Highbridge Hotel
See all 1,382 properties in Sleepy Hollow
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
We make it simple to travel the world, with Sleepy Hollow vacation packages starting from as low as CA $436. You’ll have the flexibility to bundle your favorite hotels, airlines and car rental. For the ultimate escape, why not add some tours and activities to your itinerary?
How do I get a cheap travel package to Sleepy Hollow?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into a Sleepy Hollow vacation package to save a pile of cash. Score even more bargains when you include extras such as tours or experiences to your booking. But that’s not the only good part. You have the freedom to tailor your vacation your own way. We offer over 550 airlines and 1,000,000 hotels around the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Sleepy Hollow?
With popular attractions such as Lyndhurst Mansion and Tarrytown Music Hall in this area, look for a hotel situated near them. Sleepy Hollow Cemetery is another Sleepy Hollow sight that travelers flock to.
How far in advance should I book my Sleepy Hollow vacation?
Travelers are usually able to browse international flights on Expedia up to a year in advance of departure. Booking last minute? With a little bit of luck, it’s still possible to nab a cheaper ticket only weeks before your flight.
What does an Expedia Sleepy Hollow travel package include?
That depends entirely on you. You can select from a variety of Sleepy Hollow bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a flight and a rental car. Once you’ve made your booking, you can add on the fun stuff like activities and experiences. Whatever your Sleepy Hollow getaway looks like, get set to save!
What should I know before booking a Sleepy Hollow travel package?
Booking all the parts of your vacation together is a simple way to save. Combine your car rentals, airfares and hotels into one little package. But hotels aren’t your only option. Expedia features all types of properties, including vacation rentals like mountain cabins and short-term homes. You’ve got choices galore!
Can I choose my airline with a Sleepy Hollow Expedia vacation package?
Yes, you’re in control. Expedia has access to more than 550 airlines across the globe, so you can customize your Sleepy Hollow escape according to your travel preferences.
If I'm not able to travel, can I cancel my Sleepy Hollow vacation package?
Yes, you can cancel your Sleepy Hollow booking if your plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Sleepy Hollow

Image for Lyndhurst Mansion

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.

Lyndhurst Mansion
Image for Kykuit

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.

Kykuit
Image for Sleepy Hollow Cemetery

Sleepy Hollow Cemetery

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

Sleepy Hollow Cemetery

What to do in Sleepy Hollow

Image for Creative Croton-on-Hudson Scavenger Hunt

Creative Croton-on-Hudson Scavenger Hunt

CA $37
Per adult
Creative Croton-on-Hudson Scavenger Hunt
See all activities in Sleepy Hollow

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.