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 ₩269,802 per night from Apr 5 to Apr 6
₩269,802
₩300,488 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (120 reviews)
hotel grounds are great the rooms need an update the staff is great Margorie is a pleasure to be around the grab and go is great the gym great i did not eat there the restaurant was not open. I would go back even though it is a bit far from my office. they do clean the room every day which to me ...

Reviewed on Mar 20, 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 ₩166,970 per night from Apr 5 to Apr 6
₩166,970
₩190,971 total
Apr 5 - Apr 6
includes taxes & fees
8.2/10 Very Good! (1,614 reviews)
Everything amazing only the poolside hours is to 10pm the was closed before time and open again at 2pm we already have to leave at 12pm is not to much time for the pool next morning disappointing!!

Reviewed on Mar 23, 2026

Baymont by Wyndham White Plains - Elmsford
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is ₩174,591 per night from Mar 25 to Mar 26
₩174,591
₩205,607 total
Mar 25 - Mar 26
includes taxes & fees
7.2/10 Good! (529 reviews)
First of, the parking is very limited so do not expect that you'll be able to park inside. The person at the reception was not very friendly and it was hard to understand what he was saying. The room was barely clean, we found other people's hair all the time. There was no soap dispenser in the shower, ...

Reviewed on Mar 23, 2026

LIV Hotel Bronx - Newly Built
See all 1,351 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

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

Kitchawan Preserve

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

Kitchawan Preserve

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