New York Vacation Deals

New York City has been welcoming visitors since 1594, when its first European visitor, Giovanni da Verrazzano, landed upon its shores. Today, the city is home to more than 8.5 million people within its five boroughs of Manhattan, Brooklyn, Queens, Staten Island, and The Bronx, which stretch along the shores of the mighty Atlantic and the Hudson River.

$150 OFF Vacations of 5 Nights or Longer

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

Brooklyn Bridge at sunset, New York City, New York
Brooklyn Bridge, New York City, New York
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New York Hilton Midtown
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USA - $150 OFF per booking

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Central Park, New York

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Exterior
Exterior
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Hyatt Centric Times Square New York
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USA - $150 OFF per booking

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Times Square, New York

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

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Entrance
Entrance
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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The Shelburne Sonesta New York
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USA - $150 OFF per booking

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Murray Hill

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

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    $150 OFF vacations of 5 nights or longer

Book this deal View hotel arrow-right icon
Exterior
Exterior
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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The Benjamin Royal Sonesta New York
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USA - $150 OFF per booking

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Midtown

Book from 07/20/26 to 09/13/26, travel from 07/20/26 to 12/15/26

  • check-small icon

    $150 OFF vacations of 5 nights or longer

Book this deal View hotel arrow-right icon
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

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We are currently working on enhancements to this part of our website. A new version will be available soon. Don’t worry – switching over will not interrupt your booking.

Welcome to the all-new Pleasant Holidays booking experience !

You can now plan your next vacation with our exciting new booking engine. Some advanced features are still being developed, and selecting these options may require you to return to our traditional booking experience. Don’t worry – switching over will not interrupt your booking.

We've updated your online experience to make sure you can get your dream vacation. Since our makeover is still in progress, you may experience shifts from our traditional booking experience to our new one.

Are you a travel agent ? We are also working on a new digital experience specifically for travel professionals and we can’t wait for you to see it. Until then, please continue to use the traditional experience here: Pleasantagent.com.

You are a travel agent? Go to Pleasantagent.com. and enjoy the optimized experience for travel professionals.

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Call 1-800-742-9244
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