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Compare and book 5 Star hotels in Ossining, New York

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Check availability on Ossining 5 Star Hotels

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Ossining 5 Star Hotels

The Opus Westchester, Autograph Collection
Exterior

The Opus Westchester, Autograph Collection

5.0 star property
9.2 out of 10, Wonderful, (499)
"Great experience, will highly recommend."
The price is 8.324.305 ₫
9.520.926 ₫ total
includes taxes & fees
10 Jul - 11 Jul
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.
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich, CT
The price is 4.357.865 ₫ per night from 20 Jul to 21 Jul
4.357.865 ₫
5.011.545 ₫ total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (951 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.

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Photo by Linda Zanetti
Open Photo by Linda Zanetti

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 3.914.250 ₫

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.