Ossining Holidays from NZ$1,784

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The Latest Ossining Holiday Deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$2,864, price is now NZ$1,784 per person
NZ$1,784
per person
6 May - 13 May
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Newark Liberty Intl. Airport (EWR)
7.2/10 Good! (1,617 reviews)
Great experience Personal was amazing and very helpful I will recommend 100%

Reviewed on 26 Feb 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$5,037, price is now NZ$2,690 per person
NZ$2,690
per person
6 May - 13 May
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
I had an excellent experience with this hotel. All of the staff were friendly and attentive. My room had the perfect amount of space, was equipped with all of the essentials and was very clean; they even provided complimentary water and coffee in the room which was nice. It’s also a very good location and central to everything that you can think of. I would definitely stay here again.

Reviewed on 2 Mar 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$4,803, price is now NZ$2,577 per person
NZ$2,577
per person
6 May - 13 May
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Easy check in, good room

Reviewed on 3 Mar 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Manhattan
Save 100% on your flight
Price was NZ$4,552, price is now NZ$2,670 per person
NZ$2,670
per person
6 May - 13 May
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (31 reviews)
Cool room with a comfortable bed and a full kitchen very sweet staff. It’s close to the New York Public library, MOMA, Times Square, and more.

Reviewed on 2 Mar 2026

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Save 100% on your flight
Price was NZ$3,006, price is now NZ$1,812 per person
NZ$1,812
per person
6 May - 13 May
found 1 day ago
Return direct flight included
Las Vegas (LAS) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,751 reviews)
The stay was good, but the wait for

Reviewed on 2 Mar 2026

The Annual Holiday Sale

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Ossining Holiday

Our pick of the best Ossining Hotel Deals

Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Shady Lane Farm Road Ossining NY
Fully refundableReserve now, pay when you stay
The price is NZ$322 per night from 5 Mar to 6 Mar
NZ$322
5 Mar - 6 Mar
includes taxes & fees
8.4/10 Very Good! (116 reviews)
Amazing staff, from front desk Nelson to the cleaning crew, everyone was amazing! Nice facilities, awesome gym, loved our stay

Reviewed on 27 Feb 2026

Windrose On Hudson
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 NZ$260 per night from 8 Mar to 9 Mar
NZ$260
8 Mar - 9 Mar
includes taxes & fees
8.2/10 Very Good! (1,584 reviews)
The room was decent and clean. The beds were comfortable but they gave us small square pillows and only 3. Made it hard to get the pillows right. Breakfast was lackluster. The eggs were powdered and watery, the sausage was sitting in grease. No yogurts or breads but white bread. The coffee tasted ...

Reviewed on 2 Mar 2026

Baymont by Wyndham White Plains - Elmsford
LIV Hotel Bronx

LIV Hotel Bronx

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 5 Mar to 6 Mar
NZ$230
5 Mar - 6 Mar
includes taxes & fees
8.2/10 Very Good! (371 reviews)
Everything is ok

Reviewed on 3 Mar 2026

LIV Hotel Bronx
See all 1,326 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.

Discover the most popular places to visit in Ossining

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 family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

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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.