City Island Holidays from £848

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Top City Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
1 Hotel Brooklyn Bridge
1 Hotel Central Park
ModernHaus SoHo
Lotte New York Palace

City Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)

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 £175 per night from 1 Sept to 2 Sept
£175
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (4,399 reviews)
"Great"

Reviewed on 25 Aug 2025

Sheraton New York Times Square Hotel
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 £113 per night from 1 Sept to 2 Sept
£113
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (6,290 reviews)
"Very pleasant stay! We'd stay again."

Reviewed on 24 Aug 2025

Hotel St. James
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is £143 per night from 1 Sept to 2 Sept
£143
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (4,622 reviews)
"Friendly staff, clean and great location"

Reviewed on 24 Aug 2025

Hotel Edison Times Square
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

What to do in City Island

Frequently asked questions

Why should I book my City Island holiday with Expedia?
With great-value flights, accommodation and car hire choices all in one convenient place, Expedia makes planning your City Island getaway a piece of cake. What's more, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Choose from wonderful escapes, add your flights and/or a car hire (and maybe even some exciting tours and activities!) and score unbeatable prices. Want to change your plans? Expedia has a flexible cancellation policy for many bookings. To discover more, make your way to our Customer Service Portal link.
How do I get a cheap holiday to City Island?
Search for flights that fit in with your schedule, add a hotel room to your booking and watch the savings grow with a City Island holiday. It's as simple as that! From flights and hotels to hire cars and tours, Expedia makes travelling on a budget easy. And with more than 400 partner airlines and 321,000 hotels throughout the world to select from, you won't be short of choice. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
Do I need a visa for my City Island holiday?
Visa requirements for City Island vary depending on your nationality and reason for your visit. Make sure you check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures or any supporting documentation you may need. Enquire about your visa requirements well ahead of time to ensure a smooth travel experience. Also make sure your passport is valid for a further six months from your planned date of return.
What should I wear on my City Island holiday?
Although everyone's fashion style differs, it can help to have a few guidelines for what type of clothes to wear on your holiday in City Island. We recommend looking up social media before you leave for inspiration on local fashion trends.
What does an Expedia City Island holiday include?
Expedia has everything you need to plan your City Island trip, but how your package is structured is your call. Select from a combination of flights, hotels and hire cars. In search of some tours or experiences to fill in your time? Once you've made your booking, you can add them too. Whatever your budget or style, there's a package to suit your needs. Expedia offers a variety of properties in City Island, giving you the freedom and flexibility to tailor your holiday experience. Apartments and mobile homes are some of the most popular stays for our guests here.
Does Expedia offer Book Now, Pay Later City Island holidays?
Expedia has partnered with online lender Klarna to make your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying across multiple transactions sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
  • No-deposit holidays: When you spot an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a City Island Expedia holiday?
Expedia offers access to more than 400 airline partners globally, so you sure can! Simply choose the carrier you want and craft your ideal City Island escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.