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 ₩244,086 per night from May 24 to May 25
₩244,086
₩271,852 total
May 24 - May 25
includes taxes & fees
8.4/10 Very Good! (128 reviews)
Parking is difficult NO HANDICAP space provided. Long walk from lot. Room not clean, no opening window as reported on web site, climate control in room non functional, tv not working on arrival (resolved). Scenic setting, comfortable beds, quality towels. Staff attentive and friendly, grab n go area ...

Reviewed on Apr 19, 2026

Windrose On Hudson
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 ₩118,579 per night from Apr 26 to Apr 27
₩118,579
₩132,051 total
Apr 26 - Apr 27
includes taxes & fees
6/10 (2,191 reviews)
Pot holes in parking lot. Smells dank. Hair all over the shower. No soap offered.

Reviewed on Apr 22, 2026

Armoni Inn & Suites
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 ₩205,774 per night from Apr 26 to Apr 27
₩205,774
₩241,307 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (491 reviews)
I enjoyed my stay and would recommend. I thought parking was great with security cameras overlooking the vehicles. Housekeeping was friendly and asked me if everything was okay with the room. I thought they really cared and wanted to provide an excellent experience.

Reviewed on Apr 22, 2026

LIV Hotel Bronx - Newly Built
See all 1,334 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 family-friendly 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.