City Island Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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City Island Holiday

Our pick of the best City Island Hotel Deals

Hyatt Grand Central New York
Hyatt Grand Central New York
4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$476 per night from 25 May to 26 May
NZ$476
includes taxes & fees
25 May - 26 May
8/10 Very Good! (4,967 reviews)
"Great location and convenience to Grand Central terminal!"

Reviewed on 28 Apr. 2025

Hyatt Grand Central New York
Millennium Hotel Broadway Times Square
Millennium Hotel Broadway Times Square
4 out of 5
145 W 44th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$393 per night from 11 May to 12 May
NZ$393
includes taxes & fees
11 May - 12 May
7.4/10 Good! (5,155 reviews)
"Great location. Literally on Times Square. We had the deluxe king bed room. Nice view. Came with mini fridge. TV took a little troubleshooting but eventually worked. Room was a little stuffy but staff brought us a fan when asked :) Everyone was very friendly. Fitness center has everything you need. ..."

Reviewed on 27 Apr. 2025

Millennium Hotel Broadway Times Square
The Manhattan at Times Square Hotel
The Manhattan at Times Square Hotel
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is NZ$328 per night from 11 May to 12 May
NZ$328
includes taxes & fees
11 May - 12 May
5.6/10 (4,341 reviews)
"Very confident, easy access, quite and accessible prices."

Reviewed on 28 Apr. 2025

The Manhattan at Times Square Hotel
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.

Frequently asked questions

How much does a City Island holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in City Island from just . And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to City Island?
Our City Island holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and rental cars into an affordable package. But bargain prices are just the beginning of your next awesome adventure. Book with Expedia and you’ll have more than 550 airlines and 1 000 000 hotel options worldwide to pick from. Whatever your budget or style, there’s a package that’s perfect for you.
How far in advance should I book my City Island holiday?
While not all air carriers advertise tickets early, you can normally start comparing international airfares on Expedia up to 12 months in advance. This is when you’ll bag some incredible bargains. If you’re booking at the last minute, you could still be in luck. Low prices sometimes emerge only weeks prior to departure.
What does an Expedia City Island travel package include?
It’s up to you! You can select from a range of City Island packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you’ve made your booking, you can add on the fun stuff like tours and activities. Whatever your dream City Island holiday looks like, get set to save!
What should I know before booking a City Island travel package?
Bundling your bookings into a City Island holiday package is the easiest way to organise your trip. Not only that, you’ll save just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a City Island Expedia holiday package?
Yes, and with more than 550 airlines to select from worldwide, you’re not short on choice. Have a look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my City Island holiday package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we’re happy to help if you need to make changes to your City Island holiday package. You may be able to amend or cancel your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in City Island

What to do in City Island

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.