Ossining Holiday Packages

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Our fantastic packages combine your flights and accommodation to make travelling a breeze.

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Many travellers save up to . Also, you have the flexibility to mix and match from more than 550 airlines and 665,000 worldwide properties.

Wotif boasts some of the most attractive prices anywhere. So quit daydreaming and start making new experiences.

Ossining Accommodation

Even though there aren't any accommodations in central Ossining, you'll be stoked to find out that there are 2 properties on offer just a bit further out.

On the hunt for somewhere to sleep? No probs — we've already sorted it for you. The Crabtree's Kittle House Restaurant & Inn (11 Kittle Road) and the Edith Macy Conference Centre (550 Chappaqua Rd) both have top reviews and a handy location.

Car Hire in Ossining

The location of Avis couldn't be much better at LaGuardia Airport. It's a quick walk from the terminal, which means you'll be out on the road in no time.

Have you looked into grabbing a ride from Enterprise in Mount Kisco? With few options in the middle of the city, this outlet is a handy alternative. Hertz is another choice within close reach at 11 Norm Avenue.

Holidays to Ossining

Got a severe case of the travel bug and prescribed yourself an escape to Ossining? Perfect choice. But before you scratch that itch, it pays to read up on a couple of things about your destination.

A neighbourhood in White Plains, Ossining is a wonderful base from which to discover this city. If you're coming in from the centre, throw your gear in the boot of a taxi and travel north for 19 kilometres.

Approximately 57 000 locals call White Plains home. Whether you're spending your whole holiday in Ossining or you're going to branch outwards, you'll most definitely meet some interesting new people.

Top Ossining hotels

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is AU$320 per night from 8 Mar to 9 Mar
AU$320
8 Mar - 9 Mar
includes taxes & fees
Sonesta White Plains Downtown: Pet-friendly hotel with free WiFi and an indoor pool. Located in the city centre.
Lovely space and kind staff. Breakfast was delicious.

Reviewed on 11 Feb 2026

Opens in a new windowSonesta White Plains Downtown
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 AU$292 per night from 2 Mar to 3 Mar
AU$292
2 Mar - 3 Mar
includes taxes & fees
Windrose On Hudson: Business-friendly hotel with free WiFi and free parking.
Staff were very pleasant.

Reviewed on 26 Jan 2026

Opens in a new windowWindrose 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 AU$208 per night from 23 Feb to 24 Feb
AU$208
23 Feb - 24 Feb
includes taxes & fees
Baymont by Wyndham White Plains - Elmsford: Business-friendly hotel with free breakfast and free WiFi. Located in the business district.
Room was spotless and quiet

Reviewed on 14 Feb 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
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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.