Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.


Ossining Vacation Packages

Ossining is a popular destination for visitors to White Plains, United States of America, a city of 57,000 residents. If you are flying in, Ossining lies 10 miles (16 kilometers) to the southwest of the Westchester County Airport. The city center of White Plains is situated just 10 miles (16 kilometers) to the southeast.

Ossining is near many of White Plains’s attractions. Two attractions that should be at the top of every visitor’s itinerary is the wonderful Van Cortlandt Manor and the much-loved Croton Point Park. If you have time, don’t miss the Rockland Lake State Park and the Thomas J. Watson Research Center.

Some of White Plains' best attractions are in Ossining, including Kykuit in Tarrytown. To get a little closer to White Plains’s heart and soul, pay a visit to the area’s most sacred sites, such as the Union Church of Pocantico Hills in Tarrytown.

After a long day enjoying the charms of Ossining, recharge your batteries at one of the area’s hotels or serviced apartments. The Comfort Inn & Suites Hawthorne, the Alexander Hamilton House, Croton-on-Hudson and the Edith Macy Conference Center, Briarcliff Manor are among the best places to find a warm welcome and a good night’s rest.


Top Hotel Deals

See all 157 Hotels in Ossining
£85
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue, Old Greenwich
4.3
of 5, from 372 reviews
4.0 out of 5.0

This Hyatt Regency hotel, located on the Stamford/Greenwich border, is minutes from both the heart of downtown Stamford and shopping on Greenwich Avenue. New York City is 31 miles from this hotel.

£94
The Time Nyack

The Time Nyack

400 High Avenue, Nyack
3.9
of 5, from 98 reviews
4.0 out of 5.0

Situated in Nyack, this hotel is within 1 mi (2 km) of Elmwood Playhouse, Nyack College, and Memorial Park. Rockland Center for the Arts and Buttermilk Falls Park are also within 2 mi (3 km).

£86
Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

1 First Stamford Pl, Stamford
3.8
of 5, from 357 reviews
3.5 out of 5.0

Just off Interstate 95, Hilton Stamford Hotel & Executive Meeting Center is a 5-minute drive from downtown Stamford. The waterfront Kosciuszko Park is a 6-minute drive. It’s a 3-minute free shuttle ride to the train station, and from there it's 50 minutes to New York Grand Central Station.

£105
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

600 White Plains Rd, Tarrytown
4.1
of 5, from 162 reviews
3.5 out of 5.0

Situated in the historical district, this hotel is within 3 mi (5 km) of Tarrytown Music Hall, Greenburgh Public Library, and Sportime USA. Westchester Skating Academy and Captain Lawrence Brewing Company are also within 3 mi (5 km).

£109
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

49 E Sunnyside Lane, Tarrytown
4.2
of 5, from 274 reviews
3.5 out of 5.0

Situated in the historical district, this hotel is within 1 mi (2 km) of Lyndhurst Mansion and Irvington Town Hall Theater. Memorial Park and Tarrytown Music Hall are also within 3 mi (5 km).

£121
Hotel Zero Degrees Downtown Stamford

Hotel Zero Degrees Downtown Stamford

909 Washington Blvd, Stamford
4.2
of 5, from 316 reviews
3.0 out of 5.0

Located in the heart of Stamford, this boutique hotel is within a 10-minute walk of Museum of Black World War II History, Stamford Center for the Arts, and Stamford Public Library - Ferguson Library. Fernando Luis Alvarez Gallery and Stamford Town Center are also within 15 minutes.

£82
Extended Stay America - White Plains - Elmsford

Extended Stay America - White Plains - Elmsford

118 West Main Street, Elmsford
2.8
of 5, from 89 reviews
2.0 out of 5.0

Situated in Elmsford, this hotel is within 2 mi (3 km) of Greenburgh Public Library, Sportime USA, and Westchester Skating Academy. Captain Lawrence Brewing Company and Westchester Broadway Theatre are also within 3 mi (5 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.