City Island Holidays

Photo by Allison Alano Flores
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City Island Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York
Hotel Riu Plaza New York Times Square
NobleDEN Hotel
Club Quarters Hotel, Grand Central
Hotel Seville Nomad, in the Unbound Collection by Hyatt

Top hotels in City Island

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
The price is S$310 per night from 29 Jun to 30 Jun
S$310
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (5,301 reviews)
"Would come back again! Excellent location!"

Reviewed on 16 Jun, 2025

Hyatt Grand Central New York
The Manhattan at Times Square
The Manhattan at Times Square
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$260 per night from 22 Jun to 23 Jun
S$260
22 Jun - 23 Jun
includes taxes & fees
5.6/10 (4,351 reviews)
"This is the 2nd stay for my adult daughter and I at this hotel. We love it mainly because of its location to everything. Were there for a bed to sleep in, which thankfully is very comfortable. The tv has no signal but we were so tired from our adventures we didn’t bother having them fix it. The reception ..."

Reviewed on 15 Jun, 2025

The Manhattan at Times Square
Hotel Stanford
Hotel Stanford
3 out of 5
43 W 32nd St, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$227 per night from 22 Jun to 23 Jun
S$227
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,442 reviews)
"A bit old, could use some fresh paint"

Reviewed on 16 Jun, 2025

Hotel Stanford
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 S$813. 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.

Popular places to visit

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.