Ossining Vacation Packages

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Flight and hotel packages to Ossining

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The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
A restaurant and a rooftop terrace are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and luggage storage are also on offer.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Aug 14 - Aug 19
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a convenience store are also provided.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.

Top Ossining hotel deals

Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
Free Cancellation
Reserve now, pay when you stay
The price is $71 per night
$71
per night
May 27 - May 28
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, limo/town car service, and a grocery/convenience store are also offered.
Pool
Parking included
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
per night
May 26 - May 27
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Parking included
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Free Cancellation
Reserve now, pay when you stay
The price is $100 per night
$100
per night
May 26 - May 27
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Pet friendly
Breakfast included
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
160 Corporate Blvd, Yonkers, NY
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
May 27 - May 28
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Pet friendly
Breakfast included
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3 out of 5
1000 Baychester Ave, Bronx, NY
Free Cancellation
Reserve now, pay when you stay
The price is $161 per night
$161
per night
May 27 - May 28
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, a grocery/convenience store, and a lobby fireplace are also on offer.
Breakfast included
Parking included
Comfort Inn Paramus - Hackensack

Comfort Inn Paramus - Hackensack

2.5 out of 5
50 N Rte 17, Paramus, NJ
Free Cancellation
Reserve now, pay when you stay
The price is $110 per night
$110
per night
May 28 - May 29
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, laundry service, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.
Breakfast included
Parking included
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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.

Popular places to visit in Ossining

Image for Teatown Lake Reservation

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Teatown Lake Reservation
Image for Sing Sing Correctional Facility

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility
Image for Thomas J. Watson Research Center

Thomas J. Watson Research Center

Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Thomas J. Watson Research Center

Photos of local treasures

Photo by Linda Zanetti
Photo by Linda Zanetti

Frequently asked questions

How much are vacation packages to Ossining?
Packages, including flights and hotels in Ossining, are priced from as little as $392. Make your daydreams a reality and begin your booking with Travelocity today.
Where can I get the best vacation package deals for Ossining?
You can grab sensational Ossining package deals with Travelocity. Mix and match from 400 airlines and 1,000,000 worldwide properties and turn your travel dreams into reality.
Why should I book my Ossining vacation bundle via Travelocity?
From our 24/7 support to our range of terrific destinations, we’re dedicated to fulfilling your travel desires. All you have to do is to click and book — our Price Match Guarantee will make sure you lock in the lowest price.
Can I save on my Ossining car rental if I combine it with a hotel or flight?
With an Ossining vacation package, you can combine your car, flight and hotel bookings and save a nice amount. If you’d love to uncover the best of this exciting region, why not make tracks to Statue of Liberty? This top sight is 35 mi from Ossining. With your own set of wheels, you’ll be there in a flash.
What is the best time of year to go to Ossining?
Take your vacation in and you can spend more cash on experiences, not your hotel. This is the cheapest month to lock in a stay. Prices are at their highest in , so avoid this time if your budget is tight. April, July and August are the tourist season months in Ossining. You’ll need to book well before you go and be prepared to pay higher prices. December, January and February are the quietest months.
Which airport is best for Ossining?
For many, heading to Ossining means hopping off the plane at John F. Kennedy Intl. Airport (JFK). This busy airport sits 35 mi south of the downtown area. You could also opt to jet into Liberty Intl. Airport (EWR) (35 mi away from central Ossining) or LaGuardia Airport (LGA) (25 mi away from central Ossining).
What is there to do in Ossining?
While venturing off the beaten track is rewarding, you really shouldn’t miss the big-name sights that make a place famous. Sing Sing Correctional Facility and Sing Sing Prison Museum are just two of them in Ossining.
Where should I stay when visiting Ossining?
Many visitors opt to check in to the Spring Getaway @ Cozy 7BR Mansion w/ Pool. It’s a great base for your Ossining getaway.