Ossining Holidays

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Top Flight + Hotel Deals in Ossining

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

Hudson Yards Hotel

2 out of 5
Manhattan
per person
27 Dec - 30 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.2/10 Good! (47 reviews)
I liked the gym. Close to most attractions/ activities. Easy to find public transportation. Plenty of restaurants & options.

Reviewed on 20 Nov 2024

The Frederick Hotel

The Frederick Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
26 Dec - 1 Jan
found 15 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (999 reviews)
It was a great hotel with an old timey New York feel. I will definitely stay there again!

Reviewed on 18 Nov 2024

Pestana Park Avenue

Pestana Park Avenue

4 out of 5
Manhattan
Save 100% on your flight
per person
26 Dec - 1 Jan
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (507 reviews)
The staff made us feel welcome as soon as we walked in the door. Our room was perfect for the few days we were spending in the city. Parking was convenient and restaurants were easily accessible. It was also nice to return from a long day in the city to a kitchenette with drinks and snacks. We will definitely be back.

Reviewed on 20 Nov 2024

The Herald by LuxUrban

The Herald by LuxUrban

2.5 out of 5
Manhattan
Save 100% on your flight
per person
26 Dec - 1 Jan
found 17 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (283 reviews)
Great place to stay in NYC. Clean rooms, comfy beds, friendly staff. Would stay here again

Reviewed on 16 Nov 2024

Top hotels in Ossining

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 €68 per night from 5 Dec to 6 Dec
€68
includes taxes & fees
5 Dec - 6 Dec
6/10 (1,687 reviews)
"Nice and clean"

Reviewed on 17 Nov 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 €152 per night from 24 Nov to 25 Nov
€152
includes taxes & fees
24 Nov - 25 Nov
8/10 Very Good! (1,824 reviews)
"Amazing"

Reviewed on 20 Nov 2024

Royal Regency Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is €110 per night from 1 Dec to 2 Dec
€110
includes taxes & fees
1 Dec - 2 Dec
8.4/10 Very Good! (1,509 reviews)
"Very nice room. Excellent WiFi and channel selection. Plenty of fresh wash clothes and bath towels. Plenty of soap and shampoo. Good working, clean mini fridge."

Reviewed on 17 Nov 2024

Amsterdam Hotel
See all 1,043 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 holiday package cost?
Customize your Ossining package from just €1,113. 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 holiday 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?
Neighbour’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 holiday?
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 travelling 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 holiday 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 holiday package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel and rebook your Ossining holiday 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.

Popular places to visit

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

Sing Sing Prison Museum

You can enjoy some culture when you stop by Sing Sing Prison Museum in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

Nelson Park

Explore the great outdoors at Nelson Park, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this quaint area.

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