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Ossining Vacation Packages

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Ossining Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
Price was $827, price is now $440 per person
$440
per person
Apr 3 - Apr 7
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Radio City Music Hall and Broadway are located nearby.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,556, price is now $622 per person
$622
per person
Feb 12 - Feb 15
found 8 hours ago
Roundtrip flight included
Denver (DEN) to New York (JFK)
Book a stay at this luxury hotel in Bridgehampton. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Children's Museum of The East End and South Fork Natural History Museum and Nature Center are located nearby.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Price was $2,022, price is now $998 per person
$998
per person
Mar 14 - Mar 21
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Hotel St. James

Hotel St. James

2.5 out of 5
Price was $998, price is now $528 per person
$528
per person
Apr 3 - Apr 7
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,905, price is now $2,068 per person
$2,068
per person
Mar 14 - Mar 21
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this luxury hotel in Brooklyn. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Brooklyn Bridge and Wall Street are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $1,090, price is now $601 per person
$601
per person
Apr 3 - Apr 6
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Stay at this property in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Save 100% on your flight
Price was $3,599, price is now $1,992 per person
$1,992
per person
Mar 20 - Mar 28
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $851, price is now $475 per person
$475
per person
Mar 26 - Mar 29
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Book a stay at this golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Oheka Castle are located nearby.

Ossining Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $853, price is now $414 per person
$414
per person
Feb 19 - Feb 23
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,556, price is now $622 per person
$622
per person
Feb 12 - Feb 15
found 8 hours ago
Roundtrip flight included
Denver (DEN) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was $998, price is now $528 per person
$528
per person
Apr 3 - Apr 7
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $827, price is now $440 per person
$440
per person
Apr 3 - Apr 7
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)

Ossining Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was $789, price is now $357 per person
$357
per person
Feb 14 - Feb 19
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,708, price is now $728 per person
$728
per person
Mar 11 - Mar 18
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $2,022, price is now $998 per person
$998
per person
Mar 14 - Mar 21
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $1,288, price is now $677 per person
$677
per person
Feb 22 - Mar 1
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Jan 27 - Tue, Jan 27
MCO
Orlando Intl.
LGA
LaGuardia
$51 Roundtrip, found 8 hours ago
$51
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Jan 27 from Orlando Intl. to LaGuardia, returning Tue, Jan 27, priced at $51 found 8 hours ago
Spirit Airlines
Tue, Jan 27 - Wed, Feb 4
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$56 Roundtrip, found 9 hours ago
$56
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Jan 27 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Wed, Feb 4, priced at $56 found 9 hours ago
Spirit Airlines
Thu, Jan 22 - Tue, Jan 27
MIA
Miami Intl.
LGA
LaGuardia
$66 Roundtrip, found 2 days ago
$66
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jan 22 from Miami Intl. to LaGuardia, returning Tue, Jan 27, priced at $66 found 2 days ago
Spirit Airlines
Thu, Feb 12 - Sun, Feb 15
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 12 from Detroit Metropolitan Wayne County to LaGuardia, returning Sun, Feb 15, priced at $68 found 2 days ago