City Island Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

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

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

Top Flight + Hotel Deals in City Island

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway
Hotel St. James
INNSiDE by Meliá New York Nomad
Placemakr Wall Street
Arthouse Hotel New York City

Top hotels in City Island

ROW NYC

ROW NYC

4 out of 5
700 8th Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is €238 per night from 7 Jul to 8 Jul
€238
7 Jul - 8 Jul
includes taxes & fees
8.4/10 Very good! (225 reviews)
"Fridge would be nice"

Reviewed on 5 Jul 2026

ROW NYC
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is €263 per night from 26 Jul to 27 Jul
€263
26 Jul - 27 Jul
includes taxes & fees
8.4/10 Very good! (7,290 reviews)
"The hallway outside was never vacuumed during the 4 days we were there. We missed the coffeemaker in the room. The furniture in the room needs to maintained better. The corners of the furniture were chipped and showed bare wood."

Reviewed on 5 Jul 2026

Hyatt Grand Central New York
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 €268 per night from 12 Jul to 13 Jul
€268
12 Jul - 13 Jul
includes taxes & fees
7.4/10 Good! (8,491 reviews)
"Hotel is nice, but there was clear water damage in the room we stayed in. The elevators here are absolutely terrible. They take so long, especially when the hotel is packed. The staff seems over it, and there are some random fees that weren't totally expected."

Reviewed on 5 Jul 2026

Sheraton New York 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.

Stay near popular City Island attractions

What to do 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 €895. 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.

Explore a world of travel with Expedia

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