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 ₩254,402 per night from Apr 13 to Apr 14
₩254,402
₩283,325 total
Apr 13 - Apr 14
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 ₩191,387 per night from Apr 29 to Apr 30
₩191,387
₩218,900 total
Apr 29 - Apr 30
includes taxes & fees
8.2/10 Very Good! (1,626 reviews)
It wasn't that bad. I gave 4 stars because I found fake eyelashes in my bathroom. Plus the pool was warm but the pool area was super cold. Everyone was sitting with either a sweater or towel wrapped around them. Breakfast was great. Staff was pleasant. I would go back.

Reviewed on Mar 29, 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 ₩194,938 per night from Mar 31 to Apr 1
₩194,938
₩228,981 total
Mar 31 - Apr 1
includes taxes & fees
8.2/10 Very Good! (418 reviews)
The air was great.Only one washcloth for 2 guests is not great.My guest really loved the upgrade on the vending machines and the softner used on the sheets.Its a 10 for that laundry.

Reviewed on Mar 30, 2026

LIV Hotel Bronx - Newly Built
See all 1,361 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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