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Ossining Vacation Packages

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A historic stone building with a large circular window and a tower with a green roof.

Ossining
New York
United States of America
North America
Hotwire.com

Ossining Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

LOG COMFORT

2 out of 5

Save 100% on your flight

Price was $739, price is now $454 per person

$454

per person

Dec 3 - Dec 11

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

Stay at this guesthouse in Newark. Enjoy free WiFi and parking (surcharge). Popular attractions Prudential Center and Sports Illustrated Stadium are located nearby.

Lotte New York Palace

4.5 out of 5

Price was $1,567, price is now $781 per person

$781

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.

Seven Beach Lane

2 out of 5

Save 100% on your flight

Price was $1,414, price is now $793 per person

$793

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

Stay at this hotel in Westhampton Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shock Ice Cream and Westhampton Beach Performing Arts Center are located nearby.

1 Hotel Brooklyn Bridge

5 out of 5

Save 100% on your flight

Price was $2,531, price is now $1,451 per person

$1,451

per person

Dec 4 - Dec 7

found 1 day 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.

Always a great stay.

Reviewed on Sep 11, 2026

Ink 48 Hotel

4.5 out of 5

Save 100% on your flight

Price was $1,265, price is now $745 per person

$745

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Manhattan Cruise Terminal and Broadway are located nearby.

The Inn At Fox Hollow Hotel

4 out of 5

Save 100% on your flight

Price was $1,028, price is now $624 per person

$624

per person

Dec 6 - Dec 10

found 1 day 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 Bethpage Black State Park Golf Course and Oyster Bay Golf Course are located nearby.

The Plaza, A Fairmont Hotel

5 out of 5

Save 100% on your flight

Price was $5,719, price is now $3,571 per person

$3,571

per person

Dec 3 - Dec 7

found 1 day 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.

1 Hotel Central Park

5 out of 5

Save 100% on your flight

Price was $3,504, price is now $2,197 per person

$2,197

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Radio City Music Hall are located nearby.