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
Price found within the past 48 hours. Click for updated prices.
Hotel Nyack, a JdV by Hyatt Hotel
Price was CA $1,049, price is now CA $910 per person
CA $910
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.6/10 Excellent! (1,058 reviews)
Very cute and stylish place. Room was clean. Everything was very well done!
Reviewed on Apr 24, 2026
Tarrytown House Estate
Price was CA $1,689, price is now CA $1,375 per person
CA $1,375
per person
Jul 18 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
8.2/10 Very Good! (1,052 reviews)
A quant and quiet location. Beautiful surroundings. The restaurant "Goosefeathers" was a real treat. Make a reservation to make sure you get the chance to enjoy their creative feast. The Goosefeathers staff are friendly and engaging.
Reviewed on Apr 24, 2026
Days Inn by Wyndham Elmsford / White Plains
Price was CA $1,428, price is now CA $1,219 per person
CA $1,219
per person
Jul 18 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
7/10 Good! (1,001 reviews)
I will recommend this place anytime
Reviewed on Apr 17, 2026
Residence Inn By Marriott New Rochelle
Downtown Rochelle
Price was CA $1,110, price is now CA $964 per person
CA $964
per person
Jun 20 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very Good! (1,013 reviews)
A very well run hotel. The staff are welcoming, the rooms spacious and a good breakfast
Reviewed on Apr 24, 2026
The Armon Stamford Hotel & Conference
Ridgeway-Bullshead
Price was CA $1,416, price is now CA $1,232 per person
CA $1,232
per person
Jul 18 - Jul 22
found 13 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
7.8/10 Good! (762 reviews)
The hotel room was very clean and very spacious. Great for our party of four. Will definitely stay there again.
Reviewed on Apr 23, 2026
Sleepy Hollow Hotel Deals
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Apr 29 to Apr 30
CA $86
CA $104 total
Apr 29 - Apr 30
includes taxes & fees
9.2/10 Wonderful! (4,198 reviews)
Orlando and William were very helpful and made an old man in a big city fill comfortable. Help with directions and how to get around. Hotel was nice, clean and convenient to the subway and Yankee stadium. Great stay.
Reviewed on Apr 24, 2026
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Apr 26 to Apr 27
CA $177
CA $246 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (2,527 reviews)
Good overall
Reviewed on Apr 24, 2026
Armoni Inn & Suites
329 Route 303 Orangeburg NY
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Apr 26 to Apr 27
CA $101
CA $112 total
Apr 26 - Apr 27
includes taxes & fees
6/10 (2,194 reviews)
No towels at bathrooms
Reviewed on Apr 24, 2026
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.
Discover the most popular places to visit in Sleepy Hollow
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.
What to do in Sleepy Hollow
LEGOLAND® Discovery Center Westchester Tickets
CA $42
per adult
88% of travellers recommend
Introductory Helicopter Flight Lesson from Westchester
CA $1,790
per traveller
Explore a world of travel with Expedia
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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.
