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Ossining 5 Stars Hotels

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Check availability on Ossining 5 Star Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Ossining 5-star hotels

Exterior
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection
5.0 star property
White Plains
9.2 out of 10, Wonderful, (528)
"our room was very clean on beds very comfortable staff friendly, breakfast wonderful"
United States
Susan
The price is HK$2,327
HK$2,928 total
includes taxes & fees
21 Dec - 22 Dec
The Opus Westchester, Autograph Collection
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Ossining.
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
The price is HK$1,167 per night from 8 Jan to 9 Jan
HK$1,167
HK$1,592 total
8 Jan - 9 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,160 reviews)
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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.

Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

See all hotels in Ossining
Main building at Maryknoll
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Open Photo by louann ohora

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Ossining?
You'll find many different pricing options for a 5-star hotel in Ossining on Expedia. The amount you pay will depend on when you want to travel, trip length and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to find the ideal upscale stay.

  • Search for the lowest price per night from HK$1,361

What makes a hotel 5 stars in Ossining?
In Ossining, a hotel must offer a specific number of upscale amenities to be rated 5 stars. These can include gourmet restaurants, on-site gyms, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their guest-focused service. You'll enjoy things like concierge services, nightly turn-down services and in-room massage. Some may also offer thoughtful touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Ossining?
Use Expedia's filters to find a luxurious retreat in Ossining where everything you need is included in the price. Next, narrow down your results for properties that have a 5-star rating and are described as "All inclusive." The most important thing on the agenda at these stays? Relaxation and enjoyment.

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