City Island Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Allison Alano Flores

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
Fully refundableReserve now, pay when you stay
The price is 4.192.162 ₫ per night from 30 Jun to 1 Jul
4.192.162 ₫
6.099.340 ₫ total
30 Jun - 1 Jul
includes taxes & fees
8/10 Very Good! (5,415 reviews)
"Very nice hotel, conveniently located next to Grand Central terminal. Able to hop on the subway and easily get anywhere you need to go. Staff was great, hotel was safe and clean. Will definitely stay here again."

Reviewed on 26 Jun 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 3.522.825 ₫ per night from 30 Jun to 1 Jul
3.522.825 ₫
5.032.421 ₫ total
30 Jun - 1 Jul
includes taxes & fees
7.6/10 Good! (5,341 reviews)
"Prime location and great value. Overall was very satisfied with my stay."

Reviewed on 27 Jun 2025

Millennium Hotel Broadway Times Square
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
The price is 4.417.623 ₫ per night from 30 Jun to 1 Jul
4.417.623 ₫
5.160.555 ₫ total
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (6,056 reviews)
"They have the friendliest staff I've ever encountered. The location was perfect."

Reviewed on 27 Jun 2025

Hotel St. James
See all 10,714 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.

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 1null000null000 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

Times Square

Times Square

4/5(1,706 reviews)

You can learn more about the history of New York when you visit a top site such as Times Square. Experience the entertainment choices and acclaimed art galleries in this vibrant area.

Times Square
Central Park showing a pond, a park and flowers

Central Park

4.5/5(1,405 reviews)

Central Park is just one of the places to see in New York, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed theatre scene in this vibrant area.

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

Broadway

4.5/5(1,388 reviews)

Enjoy a performance or just snap a photo at Broadway, a popular theatre in New York. Experience the entertainment choices and acclaimed art galleries in this vibrant area.

Broadway