City Island Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in City Island

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$302 per night from 17 Aug to 18 Aug
S$302
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (4,116 reviews)
"Had to enter through the side door on 53rd Street instead of 7th avenue. This confused the cab drivers."

Reviewed on 5 Aug, 2025

Sheraton New York Times Square Hotel
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$325 per night from 10 Aug to 11 Aug
S$325
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (5,901 reviews)
"You can hear the noise off of 42 street is you happen to have a room there but eventually you’ll get used to it"

Reviewed on 4 Aug, 2025

Hyatt Grand Central New York
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (6,208 reviews)
"The hotel is older but I really liked the style of it. The price for the location is great. Desk staff were wonderful. We had a room with one king bed and the size was good, room was comfortable and the window AC unit kept up with the 37 degree heat. Not a good hotel if you are planning to have a ..."

Reviewed on 5 Aug, 2025

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Hotel St. James
See all 10,694 properties in City Island
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.

Popular places to visit

Times Square

Times Square

Brash, bold and flashy – there is something truly captivating about the bright lights and hypnotic hubbub of Times Square.

Times Square
Central Park which includes a pond, a park and flowers

Central Park

Escape the shadow of the crowded skyscrapers for an all-American afternoon enjoying the sights and sounds of Central Park.

Central Park
Ed Sullivan Theater which includes a city and signage as well as a large group of people

Broadway

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway

What to do in City Island

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

S$66
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Empire State Building General & Skip-the-Line Ticket Options

Empire State Building General & Skip-the-Line Ticket Options

S$58
per adult
88% of travellers recommend
Empire State Building General & Skip-the-Line Ticket Options
Madame Tussauds New York Celebrity Wax Museum

Madame Tussauds New York Celebrity Wax Museum

S$48
per traveller
88% of travellers recommend
Madame Tussauds New York Celebrity Wax Museum
See all activities in City Island

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.

* 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.