SAVE $100 on stays of 5 nights or longer
SAVE $75 on stays of 4 nights
SAVE $50 on stays of 2-3 nights
Book by 6/26/16 for travel through 10/31/16

All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

New York Vacation Packages

 from $785

The Westin New York Grand Central


$50 off 3 night stay. One child 17 and younger stays FREE.


3 nights with air from $785

  Book Now

Hyatt Times Square


$50 off 3 night stay. One child 15 and younger stays FREE. FREE Wi-Fi.


3 nights with air from $915

  Book Now

Andaz Wall Street


$50 off 3 night stay. FREE Wi-Fi.


3 nights with air from $1,055

  Book Now

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Rates are based on roundtrip air travel from Chicago (ORD) and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 10/10/16.
US Cities and Canada - Up to $100 SAVINGS Offer: Valid on new bookings made 5/2 - 6/26/16 for travel 5/2 - 10/31/16. Savings is $50 per booking for stays of 2-3 nights, $75 per booking for stays of 4 nights and $100 per booking for stays of 5 nights or longer. Minimum 2-night stay at a participating resort required. Savings is per booking, taken at time of booking and reflected in rates shown.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]