Ossining Vacations from ￥256,380

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The Latest Ossining Vacation Packages

Price found within the past 48 hours. Click for updated prices.
RIU Plaza Manhattan Times Square

RIU Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (3,076 reviews)
A great location, rooms were spacious and clean. Stuff were very helpful. Nice hotel.

Reviewed on May 28, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.2/10 Wonderful! (540 reviews)
the incredible location I had a wonderful experience, want to come back

Reviewed on May 28, 2024

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
8.8/10 Excellent! (2,398 reviews)
Great room, great service

Reviewed on May 28, 2024

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Excellent hotel and my first choice when traveling to NY

Reviewed on May 27, 2024

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.8/10 Excellent! (3,678 reviews)
One street away from Times Square but without the hype or noise - walking distance to most of NYC attractions. Rooms are comfortable & functional. Check-in was efficient and staff very helpful and friendly. Breakfast buffet was bit of a cattle market but food was OK and fuels you up for the day ahead.

Reviewed on May 27, 2024

Ossining Hotel Deals

Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
Fully refundableReserve now, pay when you stay
The price is ￥12,370 per night from Jun 6 to Jun 7
￥12,370
per night
Jun 6 - Jun 7
6/10 (1,165 reviews)
"It is a nice area. I give 4 out of 5 for the cleanness."

Reviewed on May 27, 2024

Armoni Inn & Suites
Royal Regency Hotel
Royal Regency Hotel
3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
The price is ￥27,515 per night from Jun 3 to Jun 4
￥27,515
per night
Jun 3 - Jun 4
8/10 Very Good! (1,497 reviews)
"Great stay"

Reviewed on May 27, 2024

Royal Regency Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is ￥15,723 per night from Jun 2 to Jun 3
￥15,723
per night
Jun 2 - Jun 3
8.4/10 Very Good! (1,501 reviews)
Great and affordable hotel with friendly staff
"Very comfortable stay with friendly and helpful staff."

Reviewed on May 28, 2024

Amsterdam Hotel
See all 1,010 properties in Ossining
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.

Frequently asked questions

How much does an Ossining vacation package cost?
Customize your Ossining package from just ￥256,380. Pick from any combination of flights, hotels and rental cars to create the trip of your dreams. Remember to add on one or two experiences!
How do I get a cheap travel package to Ossining?
Combine your flights and hotels, add extras such as activities, and save with an Ossining vacation package. You won’t just pick up superb discounts on your adventure — you’ll have plenty of choice within your reach too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties all over the world. Your next grand adventure starts right here, right now!
Where should I stay in Ossining?
A trip to Ossining isn’t complete without seeing Van Cortlandt Manor, Sing Sing Correctional Facility and Croton Point Park. Spend your evenings close to these popular sights and make sightseeing a breeze.
What are the top hotels in Ossining?
Neighbor’s House - Welcome is one of Ossining’s leading hotels. Book a room here and you can slumber peacefully knowing you’re in capable hands.
How far in advance should I book my Ossining vacation?
It depends on the airline, but it’s usually possible to compare international flights on Expedia nearly a year in advance. While it’s advisable to book ahead of time, lucky customers will occasionally score a cheaper ticket just weeks before departure dates.
What does an Expedia Ossining travel package include?
It comes down to what you’re looking for. If you’re traveling by yourself, you might decide to combine flights and hotels. Taking the whole family to Ossining? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking an Ossining travel package?
We already have low prices. However, you’ll snap up even more bargains when you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and a terrific range of choice.
Can I choose my airline with an Ossining Expedia vacation package?
Yes, and with more than 550 airlines to pick from globally, you have loads of choice. Have a look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Ossining vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel and rebook your Ossining vacation package for free within 24 hours of booking. For older bookings, you can still make the necessary changes, but your car rental company, hotel or airline may impose a charge. Need more information? Have a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Ossining

Image for Teatown Lake Reservation

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Teatown Lake Reservation
Image for Sing Sing Correctional Facility

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility
Image for Thomas J. Watson Research Center

Thomas J. Watson Research Center

Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

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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.