Ossining Holidays from NZ$3,346

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The Latest Ossining Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$4,760, price is now NZ$3,346 per person
NZ$3,346
per person
18 Aug - 25 Aug
found 1 day ago
Return direct flight included
Christchurch (CHC) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,406 reviews)
Small but exactly what is needed. Modern, chic, moody and cozy. The pillows and bed were incredible. Highly recommend!

Reviewed on 2 June 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was NZ$7,845, price is now NZ$5,180 per person
NZ$5,180
per person
16 July - 23 July
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (2,220 reviews)
I enjoyed my stay, great location, stylish hotel and overall great experience. I’ll be back on my next visit,

Reviewed on 30 May 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was NZ$5,747, price is now NZ$3,809 per person
NZ$3,809
per person
18 Aug - 25 Aug
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9/10 Wonderful! (3,042 reviews)
The room was spotless and the staff was wonderful.

Reviewed on 2 June 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was NZ$5,545, price is now NZ$3,717 per person
NZ$3,717
per person
18 Aug - 25 Aug
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.2/10 Wonderful! (3,534 reviews)
I liked the proximity to Times Square, the breakfast buffet, the view, and the friendly helpfulness of staff. I did not like that there was no CNN.

Reviewed on 2 June 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Price was NZ$8,069, price is now NZ$5,917 per person
NZ$5,917
per person
16 July - 23 July
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (4,436 reviews)
Perfect location. Times Square right around the corner (half a block), Rockefeller Center within walking distance, Junior's diner and bakery across the street, along with the Broadway theaters. Taxis are constantly lined up so it's a breeze grabbing one to take you anywhere you need to go and the Hop On Hop Off bus also picks up 5 minutes away at M&M World in Times Square. Service was amazing and hotel was clean.

Reviewed on 2 June 2026

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$387 per night from 22 June to 23 June
NZ$387
22 June - 23 June
includes taxes & fees
8.4/10 Very Good! (158 reviews)
"This is not a traditional hotel but rather a conference center with lots of rooms. I would have appreciated a coffee maker and refrigerator in the room. Our room was at the very end of one of the buildings so it was a VERY LONG WALK in the morning to get a cup of coffee in the one Keurig. Every morning ..."

Reviewed on 30 May 2026

Windrose On Hudson
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is NZ$459 per night from 14 June to 15 June
NZ$459
14 June - 15 June
includes taxes & fees
8.8/10 Excellent! (1,322 reviews)
"Excellent service"

Reviewed on 31 May 2026

Sonesta White Plains Downtown
Royal Hotel Bronx

Royal Hotel Bronx

2 out of 5
3362 Boston Road Bronx NY
The price is NZ$265 per night from 14 June to 15 June
NZ$265
14 June - 15 June
includes taxes & fees
7/10 Good! (649 reviews)
"I appreciated the convenience of this hotel, but it is not the type of accommodation I would choose to stay at again. The room was very small and uncomfortable, and there was a noticeable urine-like odor. It was clear that the room had not been cleaned thoroughly, as the smell was quite strong. I ..."

Reviewed on 2 June 2026

Royal Hotel Bronx
See all 1,357 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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