Ossining Resorts & All Inclusive Resorts

Discover the 61 Best Resorts in Ossining

About Ossining Resorts on Casai.com

Many resorts feature condos and Casai-style homes available for booking. Ossining has a variety of resorts and a lot of options for travelers. Gain access to more than 61 resorts near Ossining, as well as fun things you can do while there.

There are several resorts in the Ossining area, several with gyms, WiFi, spas, private pools, and pet-friendly rooms. They can serve as a great option for different categories of travelers; be it a honeymoon resort for newly-married couples, a wedding resort for a destination wedding to be remembered, a golf resort for golf lovers, or resorts that are perfect for conferences and business meetings.

All-inclusive Ossining resorts may also be available for couples, families, or groups, and for both short & long-term travelers. These resorts come with top amenities such as spas, hot tubs, pools, TVs, bars, fine and casual dining, gardens, and children's entertainment areas.

Casai’s large selection of resorts in or near Ossining may give you a great alternative to staying in a vacation rental and help you find the right accommodation for your next trip.

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Frequently Asked Questions About Ossining Resorts

There are a lot of options in Ossining. If you plan on staying in the Ossining area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Ossining:

Most of our listed resorts are suitable for families in Ossining. Filter your all-inclusive resorts Ossining with a family-friendly option to see which ones are right for you.
Yes, there are more than 61 resorts in Ossining that have indoor and private swimming pools. Check out our filter option and find your best resort near Ossining.
At Casai, the rate for luxury resorts in Ossining per night starts from $100. Our partner provides these prices & we calculated the average daily rate in Ossining. Please see our partner's price for more details.
Yes. We have all-inclusive resorts in Ossining that allow pets. Some of the top pet-friendly resorts in Ossining are:

You can see all pet-friendly places to stayin Ossining on Casai.com

Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Ossining are:
Some of the resorts in Ossining have been described as romantic by other travelers: