Ossining Vacations

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Find the Best Ossining Vacation Packages

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 ₩311,864 per night from Jun 21 to Jun 22
₩311,864
₩347,337 total
Jun 21 - Jun 22
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 May 30, 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 ₩316,253 per night from Jul 2 to Jul 3
₩316,253
₩411,907 total
Jul 2 - Jul 3
includes taxes & fees
8.8/10 Excellent! (1,322 reviews)
"Excellent service"

Reviewed on May 31, 2026

Sonesta White Plains Downtown
Royal Hotel Bronx

Royal Hotel Bronx

2 out of 5
3362 Boston Road Bronx NY
The price is ₩241,661 per night from Jun 23 to Jun 24
₩241,661
₩282,602 total
Jun 23 - Jun 24
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 Jun 2, 2026

Royal Hotel Bronx
See all 1,336 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

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

Kitchawan Preserve

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

Kitchawan Preserve

Sing Sing Prison Museum

You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

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