City Island Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to €185 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 Flight + Hotel Deals in City Island

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 6 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,135 reviews)
A good hotel to stay at which was convenient for a holiday in New York. Walkable distance to main attractions.

Reviewed on 7 Aug 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
20 Sept - 26 Sept
found 6 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Had a great stay. Would def stay again. Balcony was great!

Reviewed on 10 Aug 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very Good! (1,559 reviews)
Excellent location great service lovely property

Reviewed on 10 Aug 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
30 Oct - 5 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,262 reviews)
This is such a gem of a hotel on the Upper West Side!! Rooms are big and views are lovely. The staff is friendly and kind, and it's the perfect place for a business or vacation stay.

Reviewed on 10 Aug 2025

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 €202 per night from 17 Aug to 18 Aug
€202
17 Aug - 18 Aug
includes taxes & fees
7.4/10 Good! (4,151 reviews)
"Close to everything"

Reviewed on 9 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
Fully refundableReserve now, pay when you stay
The price is €218 per night from 17 Aug to 18 Aug
€218
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (5,924 reviews)
"Love everything about the property."

Reviewed on 9 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
The price is €308 per night from 20 Aug to 21 Aug
€308
20 Aug - 21 Aug
includes taxes & fees
8.6/10 Excellent! (6,205 reviews)
"I was in NYC for work and stayed three nights. The room was very clean and had everything I needed. The bed wasn't bad, but also wasn't the best. The location is great being less than a block from Times Square. Overall, I enjoyed my stay and would be happy to book there again."

Reviewed on 8 Aug 2025

Hotel St. James
See all 10,713 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

Visit this iconic square with its dazzling surroundings and vibrant mix of people, and see what makes New York tick.

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

Central Park

Visit this green oasis in central Manhattan to chill out and escape from the stresses and strains of urban life.

Central Park
Ed Sullivan Theater which includes signage and a city 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

Custom Scent with Candle Making Experience With Local Artisan

Custom Scent with Candle Making Experience With Local Artisan

€108
per adult
Custom Scent with Candle Making Experience With Local Artisan
SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

€45
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

€54
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
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 €1,462. 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.