Ossining Holidays from AU$837

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Ossining Holiday

With one of our holiday packages to Ossining, you'll find countless opportunities for fun and relaxation. There's tons to experience, including its rich history and spectacular views. Make your trip to Ossining even more fun by going sightseeing. Van Cortlandt Manor, Sleepy Hollow Cemetery and Tarrytown Music Hall are among the popular attractions worth exploring. Don't delay your visit to this city any longer. Your ultimate Ossining holiday is only a few clicks away with Expedia.

The Latest Ossining Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Iroquois New York

The Iroquois New York

4.5 out of 5
Manhattan
per person
8 Jan - 11 Jan
found 1 day ago
Return flight included
Seattle (SEA) to New York (JFK)
9.4/10 Exceptional! (1,393 reviews)
We don't stay anywhere else when in new York

Reviewed on 22 Nov. 2024

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Jan - 11 Jan
found 1 day ago
Return flight included
Seattle (SEA) to New York (JFK)
9.6/10 Exceptional! (39 reviews)
Boutique hotel atmosphere in the middle of Manhattan

Reviewed on 15 Nov. 2024

The Dominick

The Dominick

5 out of 5
Manhattan
per person
1 Feb - 8 Feb
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Unfortunately we paid 50 dollars a day for hotel fee but we weren’t allowed to use the sauna

Reviewed on 17 Nov. 2024

CIVILIAN Hotel

CIVILIAN Hotel

4 out of 5
Manhattan
per person
27 Dec - 3 Jan
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (1,624 reviews)
Nice Manhattan hotel. Centrally located.

Reviewed on 21 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Ossining Holiday

Ossining Essential Information

Language
English
Currency
U.S dollars
Closest Airport
LaGuardia Airport (LGA)
Population
25,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Bear Mountain State Park, Franklin D. Roosevelt State Park and Paramount Hudson Valley Theatre

Our pick of the best 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 AU$109 per night from 9 Dec to 10 Dec
AU$109
includes taxes & fees
9 Dec - 10 Dec
6/10 (1,688 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 AU$240 per night from 24 Nov to 25 Nov
AU$240
includes taxes & fees
24 Nov - 25 Nov
8/10 Very Good! (1,822 reviews)
"N/A"

Reviewed on 18 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 AU$178 per night from 25 Nov to 26 Nov
AU$178
includes taxes & fees
25 Nov - 26 Nov
8.4/10 Very Good! (1,522 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 1,044 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Ossining holiday package cost?
Customize your Ossining package from just AU$837. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.