City Island Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 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

Find the Best City Island Vacation Packages

City Island Hotel Deals

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 ₩243,157 per night from Aug 7 to Aug 8
₩243,157
₩339,686 total
Aug 7 - Aug 8
includes taxes & fees
7.4/10 Good! (4,051 reviews)
"The location was amazing!"

Reviewed on Aug 1, 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
Fully refundableReserve now, pay when you stay
The price is ₩232,041 per night from Aug 10 to Aug 11
₩232,041
₩334,893 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (5,863 reviews)
"Being adjacent to Grand Central Station."

Reviewed on Aug 2, 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
The price is ₩221,864 per night from Aug 4 to Aug 5
₩221,864
₩259,453 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (6,186 reviews)
"Such a friendly, classic place to stay in NYC"

Reviewed on Aug 1, 2025

Hotel St. James
See all 10,695 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.

Discover the most popular places to visit in City Island

Times Square featuring a city, central business district and signage

Times Square

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Serenity of Central Park in New York showcases lush greenery and tranquil waters on a beautiful day

Central Park

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park
Statue of Liberty which includes heritage elements, a statue or sculpture and a monument

Statue of Liberty

This symbol of freedom, democracy and hope is one of the most famous statues in the world.

Statue of Liberty

Frequently asked questions

How much does a City Island vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing 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 vacation packages promise plenty of savings for the savvy traveler. 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 vacation?
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 vacation looks like, get set to save!
What should I know before booking a City Island travel package?
Bundling your bookings into a City Island vacation package is the easiest way to organize 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 vacation 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 vacation 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 vacation 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.